New learning discoveries about Adamantan-1-ol

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,768-95-6, its application will become more common.

Adding a certain compound to certain chemical reactions, such as: 768-95-6, Adamantan-1-ol, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound, 768-95-6, blongs to alcohols-buliding-blocks compound. name: Adamantan-1-ol

General procedure: The substrate (alcohol, phenol or amine; 1.0 mmol) was treated with Ac2O (2.0 mmol) in the presence of P(4-VPH)ClO4 (50 mg) at room temperature under solvent-free conditions and magnetic stirring. After completion of the reaction as indicated by TLC, the mixture was diluted with Et2O (25 ml) and the catalyst allowed to settle down. The supernatant ethereal solution was decanted off, the catalyst washed with Et2O (2 ml) and the combined ethereal solution concentrated under vacuum to afford the product, identical(mp, IR, 1H and 13C NMR, and GC-MS) to an authentic sample of acetylated product. The recovered catalyst was dried at 50 C under vacuum for 2 h. The recovered catalyst, after drying, was reused for four more consecutive acetylation reactions of benzyl alcohol (1.0 mmol) affording 96, 96, 94, and 94% yields, respectively, in 22, 23, 23, and 25 min (Scheme 2).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,768-95-6, its application will become more common.

Reference:
Article; Khaligh, Nader Ghaffari; Journal of Molecular Catalysis A: Chemical; vol. 363-364; (2012); p. 90 – 100;,
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New learning discoveries about 3-Methylbutane-1,3-diol

According to the analysis of related databases, 2568-33-4, the application of this compound in the production field has become more and more popular.

Reference of 2568-33-4, As we all know, there are many different methods for the synthesis of a compound, and people can choose the synthesis method that suits their own laboratory according to the actual situation. 2568-33-4, name is 3-Methylbutane-1,3-diol, molecular formula is C5H12O2, The compound is widely used in many fields, so it is necessary to find a new synthetic route. The downstream synthesis method of this compound is introduced below.

General procedure: 5-bromo-2-chloropyrimidine (1.0 equiv.) was solvated in DMF (0.2 M) along with the appropriate diol (2.0 equiv.). 60% sodium hydride in mineral oil (3.0 equiv.) was added to the reaction mixture portion-wise at 0 C, then the reaction mixtureallowed to warm to room temperature and stirred for 30 minutes. The reaction mixture was then quenched with saturated ammonium chloride and diluted with EtOAc. The organic layer was washed with 10% aqueous LiC1 solution (3x), brine (lx), dried with sodium sulfate, filtered and concentrated. The resulting residue was dissolved in methylene chloride before being purified by silica gel chromatography to provide thedesired material.; This intermediate was prepared according to Procedure A from3-methylbutane-1,3-diol. Intermediate I-bOA was afforded in 68% yield after silica gel chromatography. LC-MS: Method H, MS (ESI) m/z: 263.0. ?H NMR (400MHz, CDC13)8.55 (s, 2H), 4.56 (t, J=6.8 Hz, 2H), 2.05 (t, J=6.8 Hz, 2H), 1.34 (s, 6H).

According to the analysis of related databases, 2568-33-4, the application of this compound in the production field has become more and more popular.

Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; ZHANG, Xiaojun; PRIESTLEY, Eldon Scott; BATES, J. Alex; HALPERN, Oz Scott; REZNIK, Samuel Kaye; RICHTER, Jeremy M.; (1137 pag.)WO2018/13774; (2018); A1;,
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Extended knowledge of 28539-02-8

In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles. 28539-02-8, 1-(Hydroxymethyl)benzotriazole, other downstream synthetic routes, hurry up and to see.

Electric Literature of 28539-02-8 ,Some common heterocyclic compound, 28539-02-8, molecular formula is C7H7N3O, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc., below Introduce a new synthetic route.

Preparation 5: 4-(5-Cyclopentyl-8-(ethoxycarbonyl)-7,7-difluoro-6,7-dihydro- 5H-imidazo[l,5-d]pyrimido[4,5-b][l,4]diazepin-3-ylamino)-3-methoxybenzoic acid; [0096] lH-Benzotriazole-1 -methanol (51.0 g, 0.342 mol) was weighed into a round bottom flask and solubilized in EtOH (800 mL). Dibenzylamine (67.5 g, 0.342 mol) was added slowly (over 5 min) to the rapidly stirred solution. Formation of a white precipitate was observed shortly after starting addition. The solution was abandoned to stir for 24 h. At this time the reaction is judged complete by NMR (product fragments on LCMS to show only benzotriazole). The majority of the solvent was removed by rotovap and diethyl ether (1 L) was added to the residue with vigorous stirring. This mixture was filtered, the filtrand washed with ether and dried under vacuum to yield N- (dibenzylaminomethyl)benzotriazole as a fluffy white solid (112 g, quat. yield). 1H NMR in CDCl3: (400 MHz) delta ppm 3.80 (s, 4 H) 5.48 (s, 2 H) 7.21 (d, J=8.34 Hz, 1 H) 7.34 – 7.43 (m, 11 H) 7.49 (d, 1 H) 8.09 (d, J=7.83 Hz, 1 H). MS (ES) [M+H] found 329. To a suspension of zinc dust (2.7 g, 41.6 mmol) in dry THF (75 mL), stirred under argon atmosphere, was added chlorotrimethylsilane (2.63 mL, 20.8 mmol) followed, 10 min later, by ethyl dibromo-fluoroacetate (3.92 g, 20.8 mmol). After 10 min a slight exotherm was detected. The reaction was left to activate for 1 hour, whereupon it was cooled in an ice bath and a solution of N-(Dibenzylaminomethyl)benzotriazole (6.83 g, 20.8 mmol) in THF (50 mL) was added drop wise (over 30 minutes) and then the reaction mixture was allowed to warm to room temperature. After 18 h at r.t, NaHCO3 (sat., 50 mL) was added, let stir for 20 minutes, the reaction was filtered on Celite, and the filter pad was washed with EtOAc. The layers were separated and the aqueous phase was extracted with EtOAc (3chi50 mL). The organic layers were combined and washed with IN HCl (70 mL), brine (70 mL), then dried over MgSO4. After evaporation of the solvent, the residue was poured into rapidly stirring ether (100 mL); the solid formed was removed by filtration and discarded. The ether was evaporated from the filtrate to yield a dark yellow syrup. This crude residue was purified on silica gel column chromatographically (0-10% EtOAc :Hexanes) to yield ethyl 3-(dibenzylamino)-2,2-difluoropropanoate as a clear liquid (3.6 g, 50 % yield). 1H NMR in CDCl3: (400 MHz) delta ppm 1.18 (t, J=7.07 Hz, 3 H) 3.14 (t, J=13.26 Hz, 2 H) 3.69 (s, 4 H) 4.14 (q, J=7.16 Hz, 2 H) 7.14 – 7.33 (m, 10 H). MS (ES) [M+H] found 334.[0097] In a round bottom flask, ethyl 3-(dibenzylamino)-2,2-difluoropropanoate (1.72 g, 5.2 mmol) was solubilized in EtOH (25 mL) and TFA added (0.4 mL, 5.5 mmol). Under an atmosphere of nitrogen Pd(OH)2ZC (170 mg of 20% Pd by wt. wet) was added. The reaction mixture was repeatedly purged with nitrogen and then left under hydrogen overnight. At this point the reaction was deemed complete by LCMS, filtered through a pad of Celite, the pad washed with EtOH and the filtrate concentrated without heating to yield ethyl 3-amino-2,2-difluoropropanoate-TFA salt as a foggy syrup which starts to crystallize upon standing (1.31 g, 94 % yield). 1U NMR in J6-DMSO (400 MHz) delta ppm 1.29 (t, J=7.20 Hz, 3 H) 3.72 (t, J=16.17 Hz, 2 H) 4.34 (q, J=7.24 Hz, 2 H). MS (ES) [M+H] found 154.To a round bottom flask was added ethyl 3-amino-2,2-difluoropropanoate (1.31 g, 4.9 mmol), THF (50 mL), cyclopentanone (0.46 mL, 5.1 mmol), and NaOAc (400 mg, 4.9 mmol). To this mixture was added sodium triacetoxyborohydride (1.6 g, 7.3 mmol) portion wise over 15 minutes. The reaction was left to stir overnight. It was then added slowly to a stirring solution of ice (30 mL), NaHCO3 (sat., 10 mL), and EtOAc (100 mL) cooled in an ice-salt bath. The layers were then separated and the aqueous pH further adjusted to 11 using 25% NaOH while cooling in the bath. The aqueous layer was washed with EtOAc (2 x 50 mL), the organic extracts combined, washed with cold NaHCO3, (sat. 20 mL x 2) brine (20 mL), dried over MgSO4, filtered and concentrated to yield ethyl 3- (cyclopentylamino)-2,2-difluoropropanoate as a clear syrup (960 mg, 89 %). 1H NMR in J6-DMSO (400 MHz) delta ppm 1.25 (t, J=7.07 Hz, 2 H) 1.34 – 1.74 (m, 8 H) 3.00 (q, 1 H) 3.11 (t, J=14.15 Hz, 2 H) 4.27 (q, J=7.07 Hz, 2 H). MS (ES) [M+H] found 222. [0098] Ethyl 3-(cyclopentylamino)-2,2-difluoropropanoate (396 mg, 1.79 mmol) was solubilized in acetone (40 mL, dry). The solution was cooled in an ice salt bath under a nitrogen atmosphere and K2CO3 (495 mg, 3.58 mmol) added. To this, a solution of 2,4- dichloro-5-nitropyrimidine (378 mg, 1.97 mmol) in acetone (10 mL, dry) was added dropwise. Upon completion of addition the reaction mixture abandoned and allowed to slowly warm to room temperature and stir overnight. The mixture was then filtered through paper, the filter pad washed with acetone, and the filtrate concentrated. The concentrate was then solubilized in…

In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles. 28539-02-8, 1-(Hydroxymethyl)benzotriazole, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; TAKEDA PHARMACEUTICAL COMPANY LIMITED; CAO, Sheldon X.; ICHIKAWA, Takashi; KIRYANOV, Andre, A.; MCBRIDE, Christopher; NATALA, Srinivasa, Reddy; KALDOR, Stephen, W.; STAFFORD, Jeffrey, A.; WO2010/25073; (2010); A1;,
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Simple exploration of 100-86-7

If you are interested in these compounds, you can also browse my other articles.Thank you for taking the time to read this article. I hope you enjoyed it, 100-86-7, 2-Methyl-1-phenyl-2-propanol.

Researchers who often do experiments know that organic synthesis is a process of preparing more complex target molecules from simple raw materials through one or more chemical reactions. Generally, it requires fewer steps,and cheap raw materials. 100-86-7, name is 2-Methyl-1-phenyl-2-propanol. A new synthetic method of this compound is introduced below., COA of Formula: C10H14O

5,49 g of trifluoromethane sulfonic acid was added dropwise to a mixture of 1,2 g (7,3 mmol) 5,6-dimethoxy-pyridine-3-carbonitrile an6 1,1 g (7,3 mmol) ) 2-methyl-1-phenyl-propan-2-ol in 50 ml dichloromethane at -5C. After 30 minutes the reaction mixture was poured onto sodium hydrogencarbonate solution, the organic layer was separated and the aqueous layer was extracted twice with dichloromethane. The combined organic extracts were evaporated and the residue was purified via silica gel chromatography with heptane/ethyl acetate mixtures to yield 1.8 g (83 %) of the title compound as a yellow oil. 1H-NMR(CDCI3, delta in ppm): 7.9 (d, 1 H); 7,4 (m, 1 H); 7,35 (d, 1 H); 7,25 (m, 3H); 4,1 (s, 3H); 3,95 (s, 3H); 2,8 (s, 2H); 1,3 (s, 6H).

If you are interested in these compounds, you can also browse my other articles.Thank you for taking the time to read this article. I hope you enjoyed it, 100-86-7, 2-Methyl-1-phenyl-2-propanol.

Reference:
Patent; BASF SE; GRAMMENOS, Wassilios; WINTER, Christian; MUELLER, Bernd; WOLF, Antje; ESCRIBANO CUESTA, Ana; CAMBEIS, Erica; LOHMANN, Jan Klaas; GROTE, Thomas; KRETSCHMER, Manuel; RIEDIGER, Nadine; CRAIG, Ian Robert; WIEBE, Christine; TERTERYAN-SEISER, Violeta; KOCH, Andreas; FEHR, Marcus; (298 pag.)WO2017/16915; (2017); A1;,
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Application of 2-(Diethylamino)ethanol

If you are interested in these compounds, you can also browse my other articles.Thank you for taking the time to read this article. I hope you enjoyed it, 100-37-8, 2-(Diethylamino)ethanol.

Researchers who often do experiments know that organic synthesis is a process of preparing more complex target molecules from simple raw materials through one or more chemical reactions. Generally, it requires fewer steps,and cheap raw materials. 100-37-8, name is 2-(Diethylamino)ethanol. A new synthetic method of this compound is introduced below., Formula: C6H15NO

General procedure: In a typical procedure, a capped vessel was charged with ionic liquid BmimBF4 (0.5 mL) and put under positive pressure of nitrogen. DBU (0.5 mmol) and Cs2CO3 (1.5 mmol) were added followed by the aldehyde (0.5 mmol) and MnO2 (1.5 mmol). The reaction mixture was stirred for a few minutes and alcohol (1.5 mmol) was added. The reaction mixture was stirred at ambient temperature for 24 h. The mixture was then filtered through a thin pad of silica, which was washed with ethyl acetate (30 mL). The filtrate was analyzed by TLC and 1H NMR and then concentrated under vacuum. The resulting residue was purified by flash chromatography on silica gel where needed.

If you are interested in these compounds, you can also browse my other articles.Thank you for taking the time to read this article. I hope you enjoyed it, 100-37-8, 2-(Diethylamino)ethanol.

Reference:
Article; Chiarotto, Isabella; Feroci, Marta; Sotgiu, Giovanni; Inesi, Achille; Tetrahedron; vol. 69; 37; (2013); p. 8088 – 8095;,
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New learning discoveries about 2,2-Difluorobenzo[d][1,3]dioxol-5-ol

At the same time, in my other blogs, there are other synthetic methods of this type of compound,1211539-82-0, 2,2-Difluorobenzo[d][1,3]dioxol-5-ol, and friends who are interested can also refer to it.

With the rapid development and complex challenges of chemical substances, the synthesis of new drugs is usually one of the most effective ways to increase yield.1211539-82-0, name is 2,2-Difluorobenzo[d][1,3]dioxol-5-ol, molecular formula is C7H4F2O3, molecular weight is 174.1, as common compound, the synthetic route is as follows.Safety of 2,2-Difluorobenzo[d][1,3]dioxol-5-ol

To a solution of Example 194A (3.0 g, 17.23 mmol) in N,N-dimethylformamide (30 mL) at ambient temperature was added potassium carbonate (4.76 g, 34.5 mmol) and teri-butyl bromoacetate (2.91 mL, 19.82 mmol). This mixture was warmed to 65 C and was allowed to stir for 1.5 hours. The mixture was allowed to cool to ambient temperature and was then partitioned between ethyl acetate (50 mL) and 0 (50 mL). The layers were separated, and the aqueous layer was extracted with ethyl acetate (3 x 15 mL). The combined organic fractions were dried over anhydrous Na2SO/t, filtered, and concentrated under reduced pressure to give 5.5 g of teri-butyl 2-((2,2-difluorobenzo[(f] [l ,3]dioxol-5-yl)oxy)acetate, which was used without further purification. To a mixture of teri-butyl 2-((2,2-difluorobenzo[i ] [l ,3]dioxol-5- yl)oxy)acetate (5.0 g, 17.35 mmol) in methanol (60 mL) and water (20.00 mL) was added NaOH (17.35 mL, 87 mmol, 5 M aqueous solution). This mixture was allowed to stir at ambient temperature for 2 hours, and then it was concentrated under reduced pressure. The residue was dissolved in water, and the pH was adjusted to ~1 with 1 N HC1. The resulting solid was collected by filtration to give the title compound (3.28 g, 14.13 mmol, 81% yield) as a white solid. JH NMR (400 MHz, DMSO-<) delta ppm 13.10 (s, 1H), 7.30 (d, / = 8.9 Hz, 1H), 7.13 (d, / = 2.6 Hz, 1H), 6.73 (dd, / = 8.9, 2.6 Hz, 1H), 4.69 (s, 2H). At the same time, in my other blogs, there are other synthetic methods of this type of compound,1211539-82-0, 2,2-Difluorobenzo[d][1,3]dioxol-5-ol, and friends who are interested can also refer to it. Reference:
Patent; CALICO LIFE SCIENCES LLC; ABBVIE INC.; MARTIN, Kathleen, Ann; SIDRAUSKI, Carmela; PLIUSHCHEV, Marina, A.; FROST, Jennifer, M.; TONG, Yunsong; XU, Xiangdong; SHI, Lei; ZHANG, Qingwei, I.; XIONG, Zhaoming; SWEIS, Ramzi, Farah; DART, Michael, J.; MURAUSKI, Kathleen; (288 pag.)WO2019/90074; (2019); A1;,
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Some scientific research about (2,6-Dibromo-4-fluorophenyl)methanol

In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles. 1346674-69-8, (2,6-Dibromo-4-fluorophenyl)methanol, other downstream synthetic routes, hurry up and to see.

Reference of 1346674-69-8 ,Some common heterocyclic compound, 1346674-69-8, molecular formula is C7H5Br2FO, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc., below Introduce a new synthetic route.

A 500-mL single-neck round-bottomed flask equipped with a magnetic stirrer and nitrogen inlet was charged with 197b (23.0 g, 81.0 mmol), triethylamine (25.0 g, 247 mmol) in anhydrous methylene chloride (100 mL). Acetic anhydride (10.0 g, 98.0 mmol) was added and this mixture was stirred at room temperature for 16 h. After this time, the mixture was diluted with methylene chloride (100 mL) and washed with saturated aqueous sodium bicarbonate (100 mL). The layers were separated and the aqueous layer was extracted with methylene chloride (2 x 20 mL). The organic extracts were combined and dried over sodium sulfate. The drying agent was removed by filtration. The filtrate was concentrated under reduced pressure, and the resulting residue was purified by flash column chromatography (silica, 0% to 50% ethyl acetate/hexanes) to afford 197c in 87% yield (23.0 g) as a white solid.

In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles. 1346674-69-8, (2,6-Dibromo-4-fluorophenyl)methanol, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; GILEAD CONNECTICUT, INC.; GENENTECH, INC.; BARBOSA, Antonio, J., M.; BLOMGREN, Peter, A.; CURRIE, Kevin, S.; KRISHNAMOORTHY, Ravi; KROPF, Jeffrey, E.; LEE, Seung H.; MITCHELL, Scott A.; ORTWINE, Daniel; SCHMITT, Aaron, C.; WANG, Xiaojing; XU, Jianjun; YOUNG, Wendy; ZHANG, Honglu; ZHAO, Zhongdong; ZHICHKIN, Pavel E.; WO2011/140488; (2011); A1;,
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Some scientific research about 2,4-Difluorobenzyl Alcohol

Statistics shows that 56456-47-4 is playing an increasingly important role. we look forward to future research findings about 2,4-Difluorobenzyl Alcohol.

Reference of 56456-47-4, With the rapid development and complex challenges of chemical substances, the synthesis of new drugs is usually one of the most effective ways to increase yield.56456-47-4, name is 2,4-Difluorobenzyl Alcohol, molecular formula is C7H6F2O, molecular weight is 144.12, as common compound, the synthetic route is as follows.

Example 1 1-(5-(4-Chloro-2-fluorobenzyloxy)pyridin-2-yl)-2-(2,4-difluorophenyl)-1,1-difluoro-3-(1H-tetrazol-1-yl)propan-2-ol (1)1-(Bromomethyl)-4-chloro-2-fluorobenzene was prepared using the following two-step procedure. To a stirred solution of 4-chloro-2-fluorobenzaldehyde (1.0 g, 6.31 mmol) in methyl alcohol (CH3OH; 15 mL) was added sodium borohydride (NaBH4; 0.47 g, 12.6 mmol) at 0 C. The reaction mixture was stirred at RT for 1 h. After consumption of the starting material (by TLC), the reaction mixture was quenched with ice pieces, and the volatiles were evaporated under reduced pressure. The residue was diluted with H2O (25 mL) and extracted with EtOAc (2×50 mL). The combined organic layers were dried over anhydrous Na2SO4, filtered and concentrated under reduced pressure. The obtained crude material was purified by column chromatography (SiO2, 100-200 mesh) to afford the corresponding alcohol (0.8 g, 5.0 mmol, 78.7%) as a semi solid. 1H NMR (200 MHz, CDCl3): delta 7.41 (q, J=8.0, 15.6 Hz, 1H), 7.17-7.05 (m, 2H), 4.73 (d, J=6.2 Hz, 2H), 1.83 (t, J=6.2 Hz, 1H).

Statistics shows that 56456-47-4 is playing an increasingly important role. we look forward to future research findings about 2,4-Difluorobenzyl Alcohol.

Reference:
Patent; Viamet Pharmaceuticals, Inc.; US2012/329788; (2012); A1;,
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The origin of a common compound about 2-(Aziridin-1-yl)ethanol

If you are interested in these compounds, you can also browse my other articles.Thank you for taking the time to read this article. I hope you enjoyed it, 1072-52-2, 2-(Aziridin-1-yl)ethanol.

Each compound has different characteristics, and only by selecting the characteristics of the compound suitable for a specific situation can the compound be applied on a large scale. 1072-52-2, name is 2-(Aziridin-1-yl)ethanol. This compound has unique chemical properties. The synthetic route is as follows. Safety of 2-(Aziridin-1-yl)ethanol

Example 45(4-chlorophenyl)[4-chloro-3-phenyl-2-(2,2,2-trifluoroethoxy)quinolin-6-yl](1-methyl-1H-imidazol-5-yl)methanol TFA(100 mg, 0.202 rnniol, Example 65), 2,2,2 -trifluoroethanol (14,5 L, 0.202 mmol), toluene (2 ml), and sodium hydride (60% dispersion in mineral oil, 20 mg, 0.51 mmol) were combined in a round bottom flask under an N2atmosphere. The reaction solution was heated to reflux and reflux ed overnight. The reaction solution was cooled to room temperature then transferred to a separatory tunnel with EtOAc dilution, and extracted with saturated, aqueous NH4CI then saturated, aqueous NaHCOi solutions. The organic phase was separated then dried over MgS04, filtered and concentrated under reduced pressure. The crude product was purified by flash column chromatography (silica gel, 0-10% DCM / MeOH) then via reverse phase chromatography using acetonitrile with 0.05%) trifluoroacetic acid in water as eluent. The fractions from the purification containing the desired product were transferred to a separatory funnel with EtOAc and extracted with a saturated, aqueous NaHC03solution. The aqueous layer was separated, extracted with EtOAc, then the combined organic phases were dried over Mg804, filtered and concentrated under reduced pressure to provide the title compound. MS (ESS): mass caicd. for C28H20CI2F3N3O2, 557.1 ; m/z found, 558.3 [M+Hf; NMR (600 MHz, CDCI3) delta ppm 8.38 (s, 1 H), 8.17 (d, J = 2.0 Hz, 1H), 7.87 (d, J —— 8.8 Hz, 1H), 7.60 (dd, J —— 8.8, 2.1 Hz,1 1 1). 7.52 – 7.43 (m, 3H), 7.38 – 7.31 (m, 6H), 6.56 (s, 1 H), 4.92 (q, J —– 8.4 Hz, 21 1). 3.62 (s.

If you are interested in these compounds, you can also browse my other articles.Thank you for taking the time to read this article. I hope you enjoyed it, 1072-52-2, 2-(Aziridin-1-yl)ethanol.

Reference:
Patent; JANSSEN PHARMACEUTICA NV; BARBAY, Kent; EDWARDS, James, P.; KREUTTER, Kevin, D.; KUMMER, David, A.; MAHAROOF, Umar; NISHIMURA, Rachel; URBANSKI, Maud; VENKATESAN, Hariharan; WANG, Aihua; WOLIN, Ronald, L.; WOODS, Craig, R.; FOURIE, Anne; XUE, Xiaohua; CUMMINGS, Maxwell, D.; LEONARD, Kristi, A.; WO2015/57203; (2015); A1;,
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The origin of a common compound about 558-42-9

The synthetic route of 558-42-9 has been constantly updated, and we look forward to future research findings.

Adding a certain compound to certain chemical reactions, such as: 558-42-9, 1-Chloro-2-methyl-2-propanol, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound, Formula: C4H9ClO, blongs to alcohols-buliding-blocks compound. Formula: C4H9ClO

To a solution of 1 -methyl-6-(6-(2-(piperidin-4-yl)ethoxy)-5-(trifluoromethyl)- pyridin-3-yl)-1 H-[1 ,2,3]triazolo[4,5-c]pyridine-4-carbonitrile trifluoroacetate (70 mg) and Lambda/,/V-diisopropylethylamine (85 mg) in acetonitrile (2 ml), 1 -chloro-2-methyl- propan-2-ol (48 mg) and sodium iodide (19 mg) were added and heated in microwave at 160 °C for 0.5h. The reaction mixture was concentrated then diluted with dichloromethane and water, extracted with dichloromethane and separated by hydrophobic frits, concentrated. Purified by Strata Si column (5g,dichloromethane:methanol=1 :0, 25:1 , 15:1 , 12.5:1 to 10:1 ) then passed through Strata SCX column (1 g) to give 20.0mg yellow amorphous as 6-(6-(2-(1 -(2-hydroxy- 2-methylpropyl)piperidin-4-yl)ethoxy)-5-(trifluoromethyl)pyridin-3-yl)-1 -methyl-1 H- [1 ,2,3]triazolo[4,5-c]pyridine-4-carbonitrile (31 percent).1H NMR (CD3OD-d4)5: 9.16 (s, 1 H), 8.75 (s, 1 H), 8.66 (s, 1 H), 4.59 (t, 2H, J=6.4Hz), 4.46 (s, 3H), 2.98 (t, 2H, J=1 1 .6Hz), 2.30 (s, 2H), 2.23 (d, 2H, J=1 1 .6Hz), 1 .70-1.85 (q+d, 4H), 1 .45-1 .60 (br, 1 H), 1 .38 (dq, 2H, J=12.0Hz, 3.30Hz), 1 .17 (s, 6H). MS m/z: 504 (M+H).

The synthetic route of 558-42-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; N.V. ORGANON; CAI, Jiaqiang; BENNETT, David, Jonathan; JONES, Philip, Stephen; WO2011/86125; (2011); A1;,
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