Month: August 2021

Synthetic Route of 39590-81-3, 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. 39590-81-3, name is 1,1-Bis(Hydroxymethyl)cyclopropane. A new synthetic method of this compound is introduced below.

Method A, Step 1To a solution of i-hydroxymethylcyclopropylmethanol AA1 (10 g, 98 mmol) in DMF (300 ml_) was added tert-butylchlorodiphenylsilane (26.3 ml_, 100 mmol) followed by diisopropylethylarnine (170 mL) and the reaction was stirred at RT overnight. The final mixture was quenched with water and extracted with EtOAc. The organic layer was washed with 3N HCI, sat NaHCO3, brine, dried over Na2SO4 and concentrated. The residue was purified by chromatography over silica gel (eluted with DCM/MeOH 100:0 to 80:20) to give 18.5 g (55%) of product AA2.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,39590-81-3, 1,1-Bis(Hydroxymethyl)cyclopropane, and friends who are interested can also refer to it.

Reference:
Patent; SCHERING CORPORATION; WO2009/61699; (2009); A1;,
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Adding a certain compound to certain chemical reactions, such as: 1072-52-2, 2-(Aziridin-1-yl)ethanol, 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, Computed Properties of C4H9NO, blongs to alcohols-buliding-blocks compound. Computed Properties of C4H9NO

2-Methyl-3,4-dihydro-2H-spiro[isoquinoline-1 ,4?-piperidine] (compound obtained in example 65 step a, 268 mg, 1.23 mmol) and 2-(aziridin-1-yl)ethanol (43 jtL, 0.49mmol) were dissolved in dichioromethane in a process vial. The reaction was stirredfor few minutes and then the solvent was removed with a stream of nitrogen.Amberlyst (6 mg) was added, the vial was sealed with a septum and the reaction mixture was subjected to microwave irradiation for 3 h at 1000 C. After cooling back to r.t., the reaction was diluted with dichloromethane, and NaHCO3 was added. The phases were separated and the aqueous phase additionally extracted with DCM. The aqueous phase was then basified with NaOH solution and again extracted twice withDCM. The combined organic fractions were dried over sodium sulphate, filtered and the solvent removed to give a crude product which was purified under preparative HPLC (Column X-Bridge C18, H20+ 0.05% formic acid : ACN + 0.05% formic acid from (98:2 to 5:95), flow 20 mI/mm, rt).HPLC-MS (Method H): Ret, 1.23 mm; ESl-MS m/z, 304.2 (M+i).

The synthetic route of 1072-52-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; LABORATORIOS DEL DR. ESTEVE, S.A.; ALMANSA-ROSALES, Carmen; GARCIA-LOPEZ, Monica; CAAMANO-MOURE, Ana-Maria; (282 pag.)WO2016/78770; (2016); A1;,
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Reference of 767-90-8, The major producers of chemicals have been the Europe, Japan and China. Due to the growing call for a cleaner, greener environment, people will have to find innovative ways to maintain their relevance. Here is a compound 767-90-8, name is (2-Ethylphenyl)methanol. This compound has unique chemical properties. The synthetic route is as follows.

To a solution of (2-ethylphenyl)metha- nol (13-1, 1.00 g, 7.3 mmol) in DMF (25 mE) at room temperature under nitrogen, N135 (2.6 g, 14.6 mmol) and triphenylphosphine (4.03 g, 15.3 mmol) were added sequentially. The mixture was heated to 50 C. overnight, cooled to room temperature and diluted with water and dichloromethane. The aqueous layer was extracted twice more with dichioromethane and the organic layers were combined, washed with brine, dried, filtered and concentrated. The residue was purified by silica gel column chromatography, eluting with 10% ethyl acetate in hexanes to give 1-(bromomethyl)-2-ethylbenzene (13-2, 1.1 g) as an oil.

According to the analysis of related databases, 767-90-8, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Aviara Pharmaceuticals, Inc.; Biediger, Ronald J.; Benish, Michele A.; Market, Robert V.; Savage, Michael M.; Young, Brandon M.; (49 pag.)US2018/312498; (2018); A1;,
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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. 27646-80-6, name is 2-Methyl-2-(methylamino)propan-1-ol. A new synthetic method of this compound is introduced below., SDS of cas: 27646-80-6

To a mixture of 2,2-difluoroethyl trifluoromethanesulfonate ( 1.0 g, 4.67 mmol), 2- methyl-2-(methylamino)propan-l-o3 (0.48 g, 4.67 mmol) in THF (10 mL) was added DIPEA (0.65 g, 4.8 mmol). The resulted mixture was stirred at 70 °C for 18 h, then concentrated to dryness. The residue was stirred in EtOAc (40 mL) for 5 min, then filtered. The filtration was concentrated in vacuo. The crude residue was purified via silica chromatography and a gradient of 10percent- 100percent EtOAc in hexanes to afford 2- ((2,2~difluoroethyl)(methyi)aniino)-2-methyipropan-l-ol as a colorless oil (0.66 g).

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, 27646-80-6, 2-Methyl-2-(methylamino)propan-1-ol.

Reference:
Patent; PRINCIPIA BIOPHARMA INC.; LOU, Yan; OWENS, Timothy, Duncan; BRAMELD, Kenneth, Albert; GOLDSTEIN, David, Michael; (230 pag.)WO2018/136401; (2018); A1;,
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Adding a certain compound to certain chemical reactions, such as: 61367-62-2, 4-Bromo-3,5-dimethoxybenzyl alcohol, 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, 61367-62-2, blongs to alcohols-buliding-blocks compound. Product Details of 61367-62-2

(4-Bromo-3,5-dimethoxyphenyl)methanol (2.11 g) was dissolved in tetrahydrofuran (8.3 mL), and subsequently 3,4-dihydro-2H-pyran (1.56 mL) and p-toluenesulfonic acid monohydrate (0.16 g) were added thereto. The mixture was stirred for 13.3 hours at room temperature under a nitrogen atmosphere. Tetrahydrofuran (5 mL) was added thereto, and then a 2.77 M n-butyllithium-hexane solution (3.3 mL) was added dropwise thereto at an internal temperature of -76.7 to -61.3°C. Three minutes after the dropwise addition, 5 mL of tetrahydrofuran was further added, and the mixture was stirred for 53 minutes in a dry ice-acetone bath. Triisopropyl borate (2.4 mL) was added dropwise thereto at an internal temperature of -76.4 to -68.7°C, and the mixture was stirred for 30 minutes at the same temperature, and then stirred for one hour at room temperature. 10 mL of 1 N hydrochloric acid was added thereto, and the mixture was stirred for 2.5 hours at room temperature. 5 N hydrochloric acid (6 mL) was added thereto, and the mixture was stirred for 2. 7 hours at the same temperature. The reaction system was left to stand still, and the lower layer was obtained by partition. A 2 N aqueous solution of sodium hydroxide was added to the lower layer to adjust to pH 7 to 8. The upper layer was extracted two times with a 2 N aqueous solution of sodium hydroxide (5 mL each), and the extracts were combined with this liquid. The obtained alkaline extracted layer was washed with t-butyl methyl ether (20 mL), and then was adjusted to pH = 2 to 3 with 5 N hydrochloric acid. The extracted layer was subjected to extraction four times with ethyl acetate (20 mL each). The combined ethyl acetate extracted layer was washed with 10 mL of saturated brine, and was dried over anhydrous magnesium sulfate. The residue was dried under reduced pressure at 45°C, and was dried in a vacuum at room temperature, to obtain 909 mg (yield 50.2percent) of the target product. 1H-NMR (CDCl3): delta: 3.92 (s, 6H), 4.73 (s, 2H), 6. 61 (dd, J= 6.8, 1.2 Hz, 1H), 6.65 (s, 2H), 7.19 (s, 2H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,61367-62-2, its application will become more common.

Reference:
Patent; Eisai R&D Management Co., Ltd.; EP2202233; (2010); A1;,
Alcohol – Wikipedia,
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Electric Literature of 702-82-9 ,Some common heterocyclic compound, 702-82-9, molecular formula is C10H17NO, 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.

3.0 g of compound IV, 3.3 g of 3-amino-1-adamantanol, 2.7 g of potassium carbonate,0.1 g of potassium iodide and 30 mL of tetrahydrofuran were added to a 100 mL reaction flask and mechanically stirred.Reaction at 20 C for 12 hours,Filter, wash the filter cake with 20 mL of tetrahydrofuran, and combine the filtrate.The filtrate was concentrated to dryness at 40 C.Add 30 mL of dichloromethane, stir and dissolve, and the organic phase is passed through 10 mL of water and 10 mL respectively.Wash with brine, separate the layers, and dry the organic phase with 10 g of anhydrous sodium sulfate.filter,The organic phase was concentrated to dryness at 40 C, and then crystallised from 9mL of ethanol and 36mL of isopropyl ether.Filter, dry to constant weight at 40 C,4.4 g of compound V were obtained with a yield of 93.4%.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,702-82-9, its application will become more common.

Reference:
Patent; Zhuhai Federation Pharmaceutical Co., Ltd.; Yin Bangzhi; Mao Jiaohuang; Xu Huafeng; Qiao Mingfu; Liang Qingyong; (12 pag.)CN109776372; (2019); A;,
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Synthetic Route of 7073-69-0, Adding some certain compound to certain chemical reactions, such as: 7073-69-0, name is 2-(2-Bromophenyl)propan-2-ol,molecular formula is C9H11BrO, 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 7073-69-0.

Under a nitrogen stream, 3-(3-chloro-2-iodophenyl)-6,9-diphenyl-9H-carbazole (89.6 g,161.2 mmol) and 2-(2-bromophenyl)propan-2-ol (41.6 g, 193.4 mmol), Pd2(dba)3 (7.4 g, 8.1 mmol), PPh3 (8.5 g, 32.2 mmol), Cs2CO3 (126.0 g,386.9 mmol), toluene (1000 ml) were mixed and stirred at 120 C for 16 hours. After the reaction was completed, the reaction mixture was extracted with methylenechloride, added with MgSO4 and filtered. The solvent was removed from the obtained organic layer, and the residue was purified by column chromatography (Hexane: EA =6: 1 (v / v)) to obtain 1-chloro-7,10-diphenyl-7H-phenanthro[9,10-c]carbazole (37.4 g, yield 46%).

According to the analysis of related databases, 7073-69-0, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Doosan Co., Ltd; Cho Hyeon-jong; Um Min-sik; Kim Tae-hyeong; Han Song-i; (65 pag.)KR2018/71880; (2018); A;,
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Adding a certain compound to certain chemical reactions, such as: 29683-23-6, Tetrahydro-2H-thiopyran-4-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, category: alcohols-buliding-blocks, blongs to alcohols-buliding-blocks compound. category: alcohols-buliding-blocks

Example 288: 4-[[(4-Chlorophenyl)sulfonyl](2,5-difluorophenyl)methyl]tetrahydrothiopyran The 2-[(4-chlorophenyl)sulfonylmethyl]-1,4-difluorobenzene (500 mg, 1.65 mmol) obtained in Example 5 and tetrahydrothiopyran-4-ol (400 mg, 3.38 mmol) were dissolved in toluene (20 ml), followed by the addition of cyanomethylenetri-n-butylphosphorane (800 mg, 3.31 mmol).. Under an argon atmosphere, the resulting mixture was heated under reflux for 14 hours.. After the reaction mixture was allowed to cool down, cyanomethylenetri-n-butylphosphorane (400 mg, 1.66 mmol) was added.. Under an argon atmosphere, the resulting mixture was heated under reflux for 14 hours.. The reaction mixture was then allowed to cool down.. The residue obtained by concentrating the reaction mixture under reduced pressure was subjected to flash silica gel chromatography, and the fraction obtained from the hexane:ethyl acetate=15:1 elude was concentrated under reduced pressure to give a white solid.. The white solid was washed with a hexane/diisopropyl ether mixture, whereby the title compound (404 mg, 1.00 mmol, 61%) was obtained as a white powder.1H-NMR (400 MHz, CDCl3) delta: 1.47(1H,ddd,J=23.4,10.0,3.3Hz), 1.68(1H,ddd,J=25.0,11.4,3.3Hz), 2.13(1H,dm,J=11.4Hz), 2.50-2.78(5H,m), 2.82(1H,td,J=12.8,2.6Hz), 4.47(1H,d,J=7.3Hz), 6.72-6.82(1H,m), 6.90-7.40(1H,m), 7.31(2H,d,J=8.8Hz), 7.40-7.60(1H,m), 7.49(2H,d,J=8.8Hz). IR (ATR) cm-1: 2939, 2887, 1576, 1493, 1425, 1317, 1281, 1240, 1142, 1084, 1012, 866, 831, 781, 750, 731, 710, 631, 615, 548, 467. mp: 150-152C. MS m/z: 403 (M++H).Anal. Calcd for C18H17ClF2O2S2: C, 53.66; H, 4.25; Cl, 8.80; F, 9.43; S, 15.92. Found: C, 53.52; H, 4.21; Cl, 9.00; F, 9.54; S, 15.88.

The synthetic route of 29683-23-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; DAIICHI PHARMACEUTICAL CO., LTD.; EP1466898; (2004); A1;,
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In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 53072-18-7, name is (2,3,4,5-Tetrafluorophenyl)methanol, the common compound, a new synthetic route is introduced below. Recommanded Product: 53072-18-7

To a solution of 1,1′-carbonyldiimidazole (1.72 g, 10.6 mmol) in MeCN (50 mL) was added 1,2,3,4-tetrafluorobenzyl alcohol (1.74 g, 9.68 mmol). The resulting mixture was stirred at room temperature for 3 h. Hydroxylamine hydrochloride (2.70 g, 39.7 mmol) was then added followed by imidazole (1.98 g, 29.0 mmol) and the resulting mixture was stirred for 16 h. The suspension was concentrated under reduced pressure. The white residue was dissolved in a 1:1 mixture of ethyl acetate and HClaq 10% (50 mL). The layers were separated and the aqueous layer was extracted with ethyl acetate (2×50 mL). The combined organic layers were washed with brine (50 mL) and dried over MgSO4. The solvent was removed under reduced pressure and the resulting N-hydroxycarbamate used without further purification. To a solution of N-hydroxycarbamate (2.28 g, 9.55 mmol) in ether (90 mL) at 0 C was added tosyl chloride (1.91 g, 10.0 mmol). Triethylamine (1.39 mL, 10.0 mmol) was then slowly added to the solution. The resulting white suspension was stirred at room temperature for 2 h. Water (25 mL) was added to the solution and the two layers were separated. The aqueous layer was washed with ether (2×20 mL). The combined organic layers were washed with brine (20 mL), dried over MgSO4, and the solvent was removed under reduced. The desired N-tosyloxycarbamate 1b (2.78 g, 72% yield) was obtained as a white solid after flash chromatography (20% EtOAc/hexanes).

The synthetic route of 53072-18-7 has been constantly updated, and we look forward to future research findings.

Reference:
Conference Paper; Lebel, Helne; Parmentier, Michael; Leogane, Olivier; Ross, Karen; Spitz, Cedric; Tetrahedron; vol. 68; 17; (2012); p. 3396 – 3409;,
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Adding a certain compound to certain chemical reactions, such as: 59101-28-9, 16-Bromohexadecan-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, HPLC of Formula: C16H33BrO, blongs to alcohols-buliding-blocks compound. HPLC of Formula: C16H33BrO

11.1 Diethyl 2-[(tert-butoxycarbonyl)amino] -2-(1 6-hydroxyhexadecyl)malonate10461] Diethyl 2-(tert-butoxycarbonyl)amidomalonate 2 (1.18 g, 3.80 mmol, purity: 89% (GC), 1.1 eq.) obtained as in example 1.2, bromide 15 (1.11 g, 3.40 mmol) obtained as in example 4.2 and caesium carbonate (2.35 g, 7.20 mmol, 2.1 eq.) were suspended in acetonitrile (20 mE) and heated to reflux for 6 h. After cooling to tt. the mixture was adsorbed on silica gel (3 g) and the product was purified by column chromatography (21 x3 cm, cyclohexane/ethyl acetate, 4:1 – 100% ethyl acetate) and isolated as white solid. Yield:577 mg (33%).10462] M.p. 450 C.10463] ?H-NMR (300 MHz, CDC13) oe [ppm]: 1.22-1.32(m, 30H, 6-CR2 to 17-CR2, 21-CR3, 23-CR3), 1.43 (s, 9R,26-CR3, 27-CR3, 28-CR3), 1.49-1.60 (m, 4R, 5-CR2,18-CR2), 1.95 (brs, 1R, 19-OR), 2.25 (m, 2H, 4-CR2), 3.63(t, 3JHH=6.7 Hz, 2H, 19-CR2), 4.23 (m, 4H, 20-CR2,22-CR2), 5.95 (br s, 1R, 2-NH).10464] ?3C-NMR (75 MHz, CDC13) oe [ppm]: 14.1 (q, C-2 1,C-23), 23.3 (t, C-5), 25.8 (t, C-17), 28.3 (q, C-26, C-27,C-28), 29.3, 29.5, 29.7 (t, C-6 to C-16, C-18), 32.8 (t, C-4),62.3 (t, C-20, C-22), 63.0 (t, C-19), 66.6 (s, C-2), 80.1 (s,C-25), 153.8 (s, C-24), 168.4 (s, C-i, C-3).10465] Exact Mass (ESI): C28R53NO7+R: calcd. 516.3895, found 516.3879; C28R53NO7+Na: calcd. 538.3714,found 538.3713.

The synthetic route of 59101-28-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; WESTFAELISCHE WILHELMS-UNIVERSITAET MUENSTER; Haufe, Guenter; Levkau, Bodo; Schaefers, Michael; Schilson, Stefani Silke; Keul, Petra; US2014/170067; (2014); A1;,
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