Author: tianli

Related Products of 52059-53-7, 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.52059-53-7, name is 2-(3-Fluorophenyl)ethanol, molecular formula is C8H9FO, molecular weight is 140.1549, as common compound, the synthetic route is as follows.

To a solution of (S)-isopropyl 2-(2-amino-4-(4,4-dimethylpiperidin- 1 -yl)-5 ?,6?-difluoro-6-methyl- [3,3 ?-bipyridinj -5 -yl)-2-(tert-butoxy)acetate (0.042 g, 0.059 mmol, 1 equiv) and 2-(3-fluorophenyl)ethanol (0.042 g, 0.297 mmol, 5 equiv) in THF (1.5 mL)was added 60% NaH (0.012 g, 0.297 mmol, 5 equiv). The reaction was heated at 60 C for 1 h. EtOH (0.9 mL) and 10 N NaOH (0.1 mL) were added and the temperature was raised to 80 C for 4 h. After cooling to ambient temperature, the reaction was filtered. The cmde mixture was purified by preparative LC/MS to provide the product (9 mg, 26%). ?H NMR (500 MHz, DMSO-d6) 7.89 – 7.44 (m, 2H), 7.38 – 7.32 (m, 1H), 7.17 -7.10 (m, 2H), 7.07 -7.00 (m, 1H), 5.70 (s, 1H), 5.09 (br s, 1H), 4.75 -4.53 (m, 2H), 3.18- 3.02 (m, 2H), 2.91 – 2.64 (m, 1H), 2.32 (s, 3H), 1.60 – 1.43 (m, 1H), 1.26 (s, 2H), 1.16 (s, 9H), 1.09 – 0.98 (m, 1H), 0.86 (br s, 3H), 0.62 (br s, 3H) [note: appears to be a 60:40 mixture ofrotamers around pyridine pyridine biaryl bond, piperidine protons are broad and not all visiblej. LCMS (M+1) = 583.3.

Statistics shows that 52059-53-7 is playing an increasingly important role. we look forward to future research findings about 2-(3-Fluorophenyl)ethanol.

Reference:
Patent; VIIV HEALTHCARE UK (NO.5) LIMITED; BELEMA, Makonen; BOWSHER, Michael S.; DESKUS, Jeffrey A; EASTMAN, Kyle J.; GILLIS, Eric P; FRENNESSON, David B; IWUAGWU, Christiana; KADOW, John F.; NAIDU, B. Narasimhulu; PARCELLA, Kyle E.; PEESE, Kevin M; SAULNIER, Mark G; SIVAPRAKASAM, Prasanna; (463 pag.)WO2018/127800; (2018); A1;,
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Reference of 4654-39-1, 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. 4654-39-1, name is 2-(4-Bromophenyl)ethanol, molecular formula is C8H9BrO, 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.

Reference Example 2 2-(4-bromophenyl)ethyl iodide To a solution of 2-(4-bromophenyl)ethanol(75.0 g) and triethylamine (45.3 g) in methylene chloride (400 mL) was added dropwise methanesulfonyl chloride (47.0 g) at 0C over 1 hr, and the mixture was stirred at the same temperature for 3 hr. The reaction mixture was poured into ice water, and the organic layer was washed with saturated brine and dried over anhydrous sodium sulfate. The solvent was evaporated under reduced pressure. To a solution of the residue in methyl ethyl ketone (500 mL) was added sodium iodide (67.1 g), and the mixture was stirred at 90C for 3 hr. The reaction mixture was concentrated under reduced pressure, and water (500 mL) was added to the residue. After extraction with ethyl acetate, the mixture was washed with 1% aqueous sodium thiosulfate solution and saturated brine, and dried over anhydrous sodium sulfate. The solvent was evaporated under reduced pressure to give the title compound (116 g) as brown crystals. 1H-NMR(CDCl3)delta(ppm): 3.13(2H, t, J=7.7Hz), 3.32(2H, d, J=7.4Hz), 7.07(2H, d, J=8.4Hz), 7.44(2H, d, J=8.1Hz).

According to the analysis of related databases, 4654-39-1, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Mitsubishi Tanabe Pharma Corporation; EP2017257; (2009); A1;,
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Application of 4254-29-9, 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. 4254-29-9, name is 2,3-Dihydro-1H-inden-2-ol, molecular formula is C9H10O, 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: To a 25 mL, one-necked, round-bottomed flask was placed Fe(acac)3 (36 mg, 0.10 mmol, 5 mol %), benzyl alcohol (216 mg, 208 muL, 2 mmol), and Na2CO3 (10.6 mg, 0.10 mmol, 5 mol %) in 10 mL heptane at room temperature under nitrogen atmosphere. A solution of methyl benzoate (272 mg, 256 muL, 2 mmol) in heptane (10 mL) was added via syringe. The resulting mixture was heated to reflux with the removal of the methanol by Dean-Stark apparatus and the reaction progress was monitored by TLC, 1H NMR spectroscopy, and GC analysis until completion of the reaction (6 h). The reaction mixture was then gradually cooled to room temperature and quenched with saturated aqueous NH4Cl solution (5 mL), then extracted with 20 mL ethyl acetate. The combined organic layer was dried (anhydrous MgSO4), filtered, and evaporated to give a crude product that was purified by column chromatography on silica gel (hexane/AcOEt=50/1) to provide the pure benzyl benzoate product 412 mg, 97% yield.

According to the analysis of related databases, 4254-29-9, the application of this compound in the production field has become more and more popular.

Reference:
Article; Weng, Shiue-Shien; Ke, Chih-Shueh; Chen, Fong-Kuang; Lyu, You-Fu; Lin, Guan-Ying; Tetrahedron; vol. 67; 9; (2011); p. 1640 – 1648;,
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Synthetic Route of 3973-18-0, 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. 3973-18-0, name is Propynol ethoxylate. A new synthetic method of this compound is introduced below.

Preparation of 2-(prop-2-yn-l-yloxy)ethyl trifluoromethanesulfonate 4. To a solution of 2-(prop-2-yn-l-yloxy)ethanol (3) (1.50 g, 15.0 mmol) in (( (20 mL) was added 2,6-lutidine (2.44 mL, 21.0 mmol) followed by trifluoromethanesulfonic anhydride (3.15 mL, 18.7 mmol) at -50 C under argon atmosphere. The mixture was stirred at -10 C for 2 h. It was then partitioned between 50% EtOAc in hexanes (150 mL) and brine (15 mL). The organic layer was separated, washed with brine (15 mL) and dried over anhydrous MgS04. The insoluble was filtered and the filtrate was evaporated in vacuo. The crude material was purified by silica gel column chromatography (silica gel: 50 g, solvent 10% EtOAc in hexanes (500 mL)). The desired fractions were combined and evaporated in vacuo to give the titled compound (2.49 g, 72%) as a dark brown oil. This material was used for the next reaction without further purification. [0313] ln NMR (400 MHz, CDC13) delta 4.64-4.66 (2H, m), 4.22^1.25 (2H, m), 3.85-3.88 (2H, m), 2.48-2.49 (1H, m).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,3973-18-0, Propynol ethoxylate, and friends who are interested can also refer to it.

Reference:
Patent; THE REGENTS OF THE UNIVERSITY OF CALIFORNIA; SHOKAT, Kevan; OKANIWA, Masanori; (209 pag.)WO2016/40806; (2016); A1;,
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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. 28539-02-8, name is 1-(Hydroxymethyl)benzotriazole. This compound has unique chemical properties. The synthetic route is as follows. Computed Properties of C7H7N3O

To a solution of 2-(4-((1,3-dihydro-2-benzofuran-5-yl)oxy)piperidin-1-yl)-3,4,6-trimethyl-6,7-dihydro-5H-pyrrolo[3,4-b]pyridin-5-one (122 mg, 0.31 mmol) in THF (3 mL) was added LDA (2 M in THF, 0.47 mL, 0.93 mmol) at -78 C. under an atmosphere of nitrogen. After 15 min, a slurry of 1H-benzo[d][1,2,3]triazol-1-yl)methanol (92 mg, 0.62 mmol) in THF (0.5 mL) was added to the reaction at -78 C. and the reaction was aged for 1 h at this temperature. The reaction was quenched with saturated aqueous ammonium chloride and extracted with EtOAc (2×). The combined organic extracts were washed with water (2×), brine, dried (anhydrous sodium sulfate), filtered, and concentrated. The material was purified by silica gel chromatography (10-40% 3:1 EtOAc:EtOH with 1% NH4OH modifier in hexanes) to yield the racemate. The title compounds were resolved by chiral SFC (AD-H column, 40% isopropanol/CO2) to afford isomer 337A (faster eluting, S-isomer): MS: 424 (M+1). 1H NMR (400 MHz, CDCl3): delta 7.15 (1H, d, J=8.0 Hz), 6.82-6.89 (2H, m), 5.06-5.09 (4H, m), 4.20-4.27 (2H, m), 3.62-3.65 (2H, m), 3.48 (2H, br s), 3.11 (5H, br s), 2.64 (3H, s), 2.23 (3H, s), 2.14 (2H, m), 1.99 (2H, m). Isomer 337B (slower eluting, R-isomer): MS: 424 (M+1). 1H NMR (400 MHz, CDCl3): delta 7.86 (1H, s), 7.71 (1H, s), 6.71 (1H, d, J=9.02 Hz), 4.38 (1H, s), 4.32 (1H, s), 4.19 (2H, br s), 3.90 (3H, d, J=2.29 Hz), 3.80 (1H, t, J=9.41 Hz), 3.53 (4H, br s), 3.14 (4H, br s), 2.31 (3H, s), 2.11 (2H, br s), 1.94 (2H, br 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, 28539-02-8, 1-(Hydroxymethyl)benzotriazole.

Reference:
Patent; BAO, JIANMING; GAO, XIAOLEI; KNOWLES, SANDRA L.; LI, I, CHUNSING; LO, MICHAEL MAN-CHU; MAZZOLA, Jr., ROBERT D.; ONDEYKA, DEBRA L.; STAMFORD, ANDREW W.; ZHANG, FENGQI; (214 pag.)US2017/183342; (2017); A1;,
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Application of 349-75-7, 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. 349-75-7, name is (3-(Trifluoromethyl)phenyl)methanol, molecular formula is C8H7F3O, 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.

Preparation No.23: Synthesis of 2-Fluoro-4-(3-(trifluoromethyl)benzyloxy)benzonitrile; In a 1 L round-bottomed flask, DIAD (14.31 mL, 72.7 mmol) and tnphenylphosphme (19.07 g, 72 7 mmol) m THF (200 mL) were stirred for about 5 mm under nitrogen and cooled to about 0 C. 2-Fluoro-4-hydroxybenzonitrile (6.65 g, 48.5 mmol) was added to give a dark orange solution. The mixture was stirred about an additional 5 mm and then 3-(t?fluoromethyl)benzyl alcohol (7.26 mL, 53 3 mmol) m THF (50 mL) was added. The mixture was stirred overnight at ambient temperature then evapoiated to dryness. The solid was purified on a Combiflash Companion XL system using a 330 g Redi-Sep silica gel column using the following gradient: A: Heptane; B: Ethyl acetate, 10 to 100 %B over 7 column volumes. NMR indicated the presence of t?phenyl phosphme oxide and reduced DIAD. The iesidue was triturated with light petroleum ether (250 mL) for 1 hour, filtered and the solid dried under vacuum overnight. This gave 2-fluoro-4-(3- (t?fluoromethyl)benzyloxy)benzomt?le (9.31 g, 31.2 mmol, 99%). 1H NMR (400 MHz, DMSO- Cl6): delta 7.91 – 7.83 (m, 2H), 7 78 (d, J = 7.7, IH), 7.74 (d, J = 7.8, IH), 7.66 (t, J = 7.7, IH), 7.30 (dd, J = 2.4, 11.9, IH), 7.09 (dd, J = 2.4, 8.8, IH), 5.34 (s, 2H). (Table 2, Method b) Rt = 1.60 mm; MS m/z: 294.04 (M-H) .

While traditionally a conservative industry, chemical producers will need to modernize their PR strategies to stay relevant.we look forward to future research findings about 349-75-7, (3-(Trifluoromethyl)phenyl)methanol.

Reference:
Patent; ABBOTT LABORATORIES; HARRIS, Christopher, M.; HOBSON, Adrian, D.; WILSON, Noel, S.; WO2010/93704; (2010); A1;,
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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. 65735-71-9, name is (4-Chloro-3-(trifluoromethyl)phenyl)methanol, molecular formula is C8H6ClF3O, 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. Recommanded Product: 65735-71-9

Step A: Preparation of l-Chloro-4-(chloromethyl)-2-(trifluoromethyl)benzene.(4-Chloro-3-(tpifluoromethyl)phenyl)methanol (5.1 g, 24.22 mmol) was added m small portions to thionyl chlopide (20 mL, 275 mmol). The reaction mixture was stirred at 50 0C for 18 h and heated under reflux for 23 h. The mixture was concentrated and dried under high vacuum to give the title compound as a colorless liquid (5.41 g). 1H NMR (400 MHz, CDCl3) delta ppm 4.58 (s, 2H), 7.50-7.5 l(m, 2H), 7.71 (s, IH).

With the rapid development of chemical substances, we look forward to future research findings about 65735-71-9.

Reference:
Patent; ARENA PHARMACEUTICALS, INC.; JONES, Robert M.; BUZARD, DAniel J.; HAN, Sangdon; KIM, Sun He; LEHMANN, Juerg; ULLMAN, Brett; MOODY, Jeanne V.; ZHU, Xiuwen; STIRN, Scott; WO2010/11316; (2010); A1;,
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Reference of 3236-48-4 ,Some common heterocyclic compound, 3236-48-4, molecular formula is C8H16O2, 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.

Synthesis ofDIPP-CDM : Anhydrous Na2C03 (8.54 g) was dried in a 250 mL flask for 1.5 h at 180 °C under vacuum. The flask was cooled and flushed with N2. Then, CDM (5.76 g, 40 mmol) and [Ir(cod)Cl]2 (0.97 g) were added. The mixture was dried using several nitrogen- vacuum purging cycles. Then, 24 mL IPPA and 40 mL toluene were added. The mixture was heated at 100 °C. Six hours later, the mixture was cooled and diluted with ether, filtered, and dried under vacuum. The residue was extracted with hexane. Hexane was removed by rotary evaporation. DIPP-CDM (2.7 g) was (0423) recrystallized from ACN twice and dried under vacuum. (0424) The synthesis was confirmed by high-performance liquid chromatography (HPLC) and nuclear magnetic resonance (NMR). It is notable that the acid sensitivity of DIPP-CDM prevents its detection when trifluoro acetic acid, a common HPLC additive, was present in the eluent. Signals of DIPP-CDM were also not observed when CDC13 was used as an NMR solvent, since CDC13 can react with light and oxygen to form phosgene and DC1. It is notable that DIPP was so acid sensitive that DIPP hydrolyzed completely in the silica column even in the presence of triethylamine. In addition, the polarity of DIPP and the transacetate side product during the reaction (such as mono- ester and di-ester substituted compounds) are so similar that they come off of a basic aluminum oxide column together rapidly, leading to the failure of purification. (0425) DIPP-CDM was also purified by column chromatography (CombiFlash® Rf, 100 g HP CI 8, Teledyne Isco, Lincoln, NE, USA). To prevent the hydrolysis of monomer in H20/ACN, 0.1percent TEA was added. C18 column chromatography yielded a higher quantity of polymerization grade monomer (6.8g, 75 wtpercent) than did recrystallization (30 wtpercent). The chemical shifts in the NMR spectra of DIPP-CDM were assigned as below (C6D6 as NMR solvent, Cambridge Isotope Laboratories, Inc., Tewksbury, MA, USA): 1H NMR (C6D6, ppm, 400 MHz): delta 3.93-3.88 (d, = 9.0 Hz, 4H), 3.38-3.35 (d, = 6.65 Hz, 4H), 1.81 (s, 6H), 1.79-1.73 (d, = 6.65 Hz, 4H), 1.61-1.47 (m, 2H), 0.93-0.81 (m, 4H) 13C NMR (C6D6, ppm, 400 MHz): delta 159.88, 80.93, 72.48, 37.51, 29.18, 20.77.

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. 3236-48-4, trans-1,4-Cyclohexanedimethanol, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; CHILDREN’S MEDICAL CENTER CORPORATION; KOHANE, Daniel, S.; GUO, Shutao; (110 pag.)WO2017/189953; (2017); A1;,
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Electric Literature of 3840-31-1 ,Some common heterocyclic compound, 3840-31-1, molecular formula is C10H14O4, 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.

General procedure: To 3.5 g (53 mmol) of 85% potassiumhydroxide was added a solution of 10 g (50.5 mmol) ofalcohol 8 in 40 mL of DMSO, and the mixture washeated at 50-70 while stirring till the dissolution ofK, then the heating was switched off. On coolingthe mixture to room temperature a solution of 7 g(56.9 mmol) of allyl bromide in 10 mL of DMSO wasadded, and the mixture was stirred for 16 h. Then themixture was heated (5060) at stirring till thecompletion of the reaction (5 h). The mixture wasdiluted with 200 mL of water, the reaction product wasextracted into ethyl acetate (4 × 50 mL). The organicphase was washed with water, dried with Na2SO4, thesolvent was distilled off, the residue was dried in avacuum.

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. 3840-31-1, (3,4,5-Trimethoxyphenyl)methanol, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Potapov; Panov; Musalov; Zhivet?eva; Musalova; Khabibulina; Amosova; Russian Journal of Organic Chemistry; vol. 52; 11; (2016); p. 1571 – 1575; Zh. Org. Khim.; vol. 52; 11; (2016); p. 1579 – 1583,5;,
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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. 7287-81-2, name is 1-(m-Tolyl)ethanol, the common compound, a new synthetic route is introduced below. Application In Synthesis of 1-(m-Tolyl)ethanol

General procedure: The catalyst solutionwas prepared by dissolving complex 3(36.1 mg,0.05mmol) in methanol (5.0 mL).Under a nitrogen atmosphere, the mixture of an alcohol substrate (2.0 mmol) and1.0 mL of the catalyst solution (0.01mmol) in 20mL acetone was stirred at 56 Cfor 10 minutes. tBuOK(22.4mg, 0.2 mmol)was then added to initiate the reaction.At the stated time, 0.1 mL of the reaction mixture was sampled and immediately diluted with 0.5 mL acetone pre-cooled-to-0 C for GC or NMR analysis. After the reaction was complete, the reaction mixture was condensed under reduced pressure and subject to purification by flash silica gel column chromatography to afford the corresponding ketone product, which was identified by comparison with the authentic sample through NMR and GC analysis.

The synthetic route of 7287-81-2 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Wang, Qingfu; Du, Wangming; Liu, Tingting; Chai, Huining; Yu, Zhengkun; Tetrahedron Letters; vol. 55; 9; (2014); p. 1585 – 1588;,
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