Month: July 2021

Application of 52244-70-9, 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.52244-70-9, name is 4-(4-Methoxyphenyl)-1-butanol, molecular formula is C11H16O2, molecular weight is 180.24, as common compound, the synthetic route is as follows.

4-Methylphenylsulfonic acid 4-(4-methoxyphenyl)butyl ester (1). Pyridine (15 mL) was added drop wise to a cooled (0° C.) solution of 4-(4-methoxyphenyl)butanol (10.0 g, 0.055 mol) and p-toluenesulfonyl chloride (13.6 g, 0.072 mol) in dry chloroform (100 mL) under stirring. The reaction mixture was stirred overnight at room temperature. After this time, the reaction was quenched with 10percent HCl (300 mL) and extracted with chloroform. The organic fraction was washed with saturated NaHCO3, water and dried over magnesium sulfate. The solvent was removed under reduced pressure and the residue purified by flash chromatography (eluent: hexane/ ethyl acetate 15:1) to provide 12.9 g (66percent) of 1 as clear oil. 1H NMR (360 MHz, CDCl3) delta1.61 (m, 4H), 2.44 (s, 3H), 2.52 (m, 2H), 3.78 (s, 3H), 4.05 (m, 2H), 6.77 (d, 2H), 7.05 (d, 2H), 7.34 (d, 2H), 7.78 (d, 2H).

Statistics shows that 52244-70-9 is playing an increasingly important role. we look forward to future research findings about 4-(4-Methoxyphenyl)-1-butanol.

Reference:
Patent; CYFI, INC.; US2003/195160; (2003); A1;,
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Synthetic Route of 440-60-8, Adding some certain compound to certain chemical reactions, such as: 440-60-8, name is (Perfluorophenyl)methanol,molecular formula is C7H3F5O, 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 440-60-8.

General rocedure: 5.5 ml of aq. solutions of KBr (0.55 mol/dm3), 20 ml MeCN, TEMPO (0.12 g, 0.00077 mol), and 2,2,3-trifluoro-3-(1,1,2,2,3,3-hexafluoro-3-trifluoromethoxy-propoxy)-propan-1-ol (2a) (10 g, 0.0275 mol) were placed in the flask. 14% aq. NaOCl (48 ml) buffered by NaHCO3 (5.2 g) were added via the dropping funnel in 3 portions during two days of stirring in a room temperature (slight exothermic effect). The progress of reaction was monitored by 19F NMR spectroscopy. Then concentrated sulfuric acid followed by water was added. After extraction with diethyl ether, the organic phases were dried over magnesium sulfate. The solvent was evaporated to give a colorless liquid, which was distilled.

According to the analysis of related databases, 440-60-8, the application of this compound in the production field has become more and more popular.

Reference:
Article; Ignatowska, Jolanta; Shyshkov, Oleg; Zipplies, Tilman; Hintzer, Klaus; Roeschenthaler, Gerd-Volker; Journal of Fluorine Chemistry; vol. 141; (2012); p. 35 – 40;,
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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 2516-33-8, name is Cyclopropylmethanol. This compound has unique chemical properties. The synthetic route is as follows. category: alcohols-buliding-blocks

Typical Procedure 6: To a mixture of 2-cyclopropyl-methanol (6.15 g) and DMF (12 mL) was added NaH (60% in mineral oil, 1.5 g) at 0 C. After stirring for 4 hours at RT, the mixture was diluted with DMF (5 mL) and 5-bromo-2-fluoro-pyridine (6.00 g) was slowly added keeping the reaction temperature below 30 C. After 30 minutes at RT, the mixture was heated to 130 C. for 1 hour by microwave irradiation. After cooling to RT, the mixture was diluted with EA and washed with water (3 times). The organic phase was dried (Na2SO4) and concentrated. The residue was purified by SGC to provide 5-bromo-2-cyclopropylmethoxy-pyridine. MS ESI+: m/z=228 [M+H]+.

With the rapid development of chemical substances, we look forward to future research findings about 2516-33-8.

Reference:
Patent; SANOFI; Schwink, Lothar; Buning, Christian; Glombik, Heiner; Poverlein, Christoph; Ritter, Kurt; Halland, Nis; Lohmann, Matthias; (52 pag.)US2018/237419; (2018); A1;,
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Reference of 27489-62-9, 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. 27489-62-9, name is trans-4-Aminocyclohexanol. A new synthetic method of this compound is introduced below.

To a solution of trans-A- aminocyclohexanol (3 g, 26 mmol) in DMF (130 mL) at 0 C was added 60% sodium hydride in oil. The reaction mixture was stirred at 0 C for lh and then 4-fluorobenzonitrile (3.9 g, 32.6 mmol) was added. It was heated to 60 C for 2h and stirred for 12 h at room temperature. The reaction mixture was diluted with EtOAc and washed with water and brine. The organic layer was dried, filtered, and concentrated under reduced pressure to provide the titled compound (2.5 g, 44% yield). NMR (300 MHz, DMSO-c¾): 67.72 (d, J = 9 Hz, 2H), 7.09 (d, J = 9 Hz, 2H), 4.48-4.34 (m, 1H), 2.68-2.55 (m, 1H), 2.07-1.94 (m, 2H), 1.85-1.71 (m, 2H), 1.46-1.11 (m, 4H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,27489-62-9, its application will become more common.

Reference:
Patent; THE REGENTS OF THE UNIVERSITY OF CALIFORNIA; HAMMOCK, Bruce, D.; HWANG, Sung, Hee; WECKSLER, Aaron, T.; MORISSEAU, Christophe; WO2012/112570; (2012); A1;,
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Related Products of 112-27-6, 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 112-27-6, name is 2,2′-(Ethane-1,2-diylbis(oxy))diethanol. This compound has unique chemical properties. The synthetic route is as follows.

Add 1 mmol of triethylene glycol to the three-necked flask,Add 1 mmol of pyridine,Dissolve with 20 ml of dichloromethane.Stir in a 0 oC ice bath.Dissolve 1 mmol of p-methylbenzenesulfonyl chloride with dichloromethane.Slowly drip into three-necked flask.The reaction was washed with hydrochloric acid after 3 h,The organic layer was washed with water until the aqueous solution was neutral.Drying with anhydrous sodium sulfate,Column chromatography yielded the product.

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 112-27-6, 2,2′-(Ethane-1,2-diylbis(oxy))diethanol.

Reference:
Patent; Gannan Normal University; Wu Yongquan; Zeng Guanjie; Wu Renmiao; Fan Xiaolin; (15 pag.)CN105061515; (2017); B;,
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Adding a certain compound to certain chemical reactions, such as: 431-38-9, 3-Amino-1,1,1-trifluoropropan-2-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

[1369] A solution of 3-amino-1,1,1-trifluoropropan-2-ol (0.016 g, 0.122 mmol), HATU (0.046 mg, 0.122 mmol), and 3-amino-6-(5-(3-amino-1,1,1-trifluoro-2-hydroxy-3-oxopropan-2-yl)-2-methylphenyl)pyrazine-2-carboxylic acid (0.030 g, 0.081 mmol) (single enantiomer, synthesized according to procedure in Example 38) in DMF (0.810 mL) was stirred at rt for 5 min, treated with triethylamine (0.034 mL, 0.243 mmol), and stirred at rt for 30 min. The reaction mixture was concentrated and purified by flash column chromatography using methanol in dichloromethane (0% to 20%) to give the desired product that still contained some impurities. This material was repurified by flash column chromatography using ethyl acetate in hexanes (0% to 100%) to give the desired product as a mixture of diastereomers. The mixture of diastereomers was separated via preparative chiral HPLC (Chiral Technologies ChiralPak IA [20250 mm, 5 micron], eluting with 15% ethanol in hexanes, at flow rate of 20 mL/min, loading about 8 mg in 1.8 mL ethanol) to give the first eluting diastereomer (3.20 mg, 8.21%) as 43A and the second eluting diastereomer (3.00 mg, 7.69%) as 43B. The first diastereomer that eluted had a retention time of 12.2 min. The second diastereomer that eluted had a retention time of 16.6 min. 43A: LCMS for C18H18F6N5O4(M+H)+: m/z=482.1; Found: 482.1. 43B: LCMS for C18H18F6N5O4 (M+H)+: m/z=482.1; Found: 482.1.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,431-38-9, 3-Amino-1,1,1-trifluoropropan-2-ol, and friends who are interested can also refer to it.

Reference:
Patent; Incyte Corporation; Douty, Brent; Ai, Yanran; Burns, David M.; Combs, Andrew P.; Falahatpisheh, Nikoo; Levy, Daniel; Polam, Padmaja; Shao, Lixin; Shepard, Stacey; Shvartsbart, Artem; Yue, Eddy W.; (132 pag.)US2020/2295; (2020); 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. 59767-24-7, name is 1-(4-Chlorophenyl)-1-phenylethanol. A new synthetic method of this compound is introduced below., Formula: C14H13ClO

(R)-2-[2-[1-(4-Chlorophenyl)-1-phenylethoxy]ethyl]-1-methylpyrrolidine: A mixture of (R)-2-(2-chloroethyl)-1-methyl-pyrrolidine hydrochloride (0.530 g, 2.91 mmol), 1-(4-chlorophenyl)-1-phenylethanol (1.01 g, 4.39 mmol), sodium amide (0.567 g, 14.53 mmol) and toluene (10 mL) was heated at reflux for about 8 hours, cooled to ambient temperature, and filtered. The filtrate was concentrated and the resulting residue was purified by Preparative HPLC on a Kromasil C18 (30×250 mm, 10 mum) column, by eluting with acetonitrile/0.01 M ammonium acetate (3:1) at a flow rate of 42 mL/min. The racemic title compound eluted at 1.57 min. Standard extractive workup with ethyl acetate afforded the racemic title product as an oil (0.360 g, 36%).

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, 59767-24-7, 1-(4-Chlorophenyl)-1-phenylethanol.

Reference:
Patent; AUSPEX PHARMACEUTICALS, INC.; US2009/203763; (2009); A1;,
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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.34626-51-2, name is 5-Bromopentan-1-ol, molecular formula is C5H11BrO, molecular weight is 167.0442, as common compound, the synthetic route is as follows.Formula: C5H11BrO

e added pyridine (7.1 g, 90 mmol) and benzoyl chloride (10.2 g, 72.5 mmol) at 0 oC. The resulting mixture was stirred for 3 h at room temperature under nitrogen atmosphere. The resulting mixture was concentrated under reduced pressure. The residue was purified by silica gel column chromatography, eluted with 1% ethyl acetate in petroleum ether to afford 5-bromopentyl benzoate (12.5 g, 77%) as a colorless oil. 1H NMR (400 MHz, CDCl3) d 8.07 (dd, J = 8.4, 1.5 Hz, 2H), 7.62-7.53 (m, 1H), 7.46 (dd, J = 8.4, 7.0 Hz, 2H), 4.36 (t, J = 6.5 Hz, 2H), 3.46 (t, J = 6.7 Hz, 2H), 1.96 (p, J = 7.0 Hz,2H), 1.82 (dt, J = 8.3, 6.5 Hz, 2H), 1.64 (dddd, J = 14.8, 9.5, 6.6, 3.5 Hz, 2H)

At the same time, in my other blogs, there are other synthetic methods of this type of compound,34626-51-2, 5-Bromopentan-1-ol, and friends who are interested can also refer to it.

Reference:
Patent; KYMERA THERAPEUTICS, INC.; JI, Nan; MAINOLFI, Nello; WEISS, Matthew; (977 pag.)WO2020/10210; (2020); A1;,
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Synthetic Route of 722-92-9, 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. 722-92-9, name is 2-(4-Aminophenyl)-1,1,1,3,3,3-hexafluoropropan-2-ol. A new synthetic method of this compound is introduced below.

To a suspension [OF 2- (4-AMINOPHENYL)-1,] 1,1, 3,3, 3-hexafluoropropan-2- ol (Oakwood, 8.4 g, 28.4 [MMOL)] in CH2CI2 (75 mL) was added trifluoroacetic anhydride (4.4 mL, 31.2 [MMOL)] via addition funnel over 30 min. After stirring at ambient temperature overnight, the reaction mixture was diluted with ethyl acetate and washed with water, saturated NaHCO3, and brine. The organics were dried [(MGS04),] filtered and concentrated to afford the intermediate amide as a white solid. The amide was dissolved in anhydrous THF (75 mL) and lithium aluminum hydride [(1 M SOLUTION] in THF, 75 mL) added over 30 min. After stirring at ambient temperature for 30 min, the solution was heated at reflux over 18 h. The reaction mixture was cooled to room temperature and quenched under argon with ethyl acetate. Water was carefully added and the resulting mixture stirred 30 min. The mixture was filtered through a pad of celite and the filtrate concentrated in vacuo. The resulting oil was dissolved in ethyl acetate and washed several times with brine. The organics were dried [(MGS04)] and concentrated to afford the title compound as a yellow oil (5.6 g, 58percent). MS (ES+) m/z 342 [(MH+).]

At the same time, in my other blogs, there are other synthetic methods of this type of compound,722-92-9, 2-(4-Aminophenyl)-1,1,1,3,3,3-hexafluoropropan-2-ol, and friends who are interested can also refer to it.

Reference:
Patent; PHARMACIA CORPORATION; WO2003/99769; (2003); 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. 33420-52-9, name is 2,2-Difluoropropan-1-ol, molecular formula is C3H6F2O, 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. Product Details of 33420-52-9

To a solution of 2,2-difluoropropan-1-ol (1.30 g) in THF (25 mL) was added 60% sodium hydride (0.64 g) at0C, and the mixture was stirred at the same temperature for 20 min. To the reaction mixture was added methyl 4,6-dichloropyrimidine-5-carboxylate (2.55 g), and the mixture was stirred under an argon atmosphere at 0C for 1 hr. Thereaction mixture was diluted with ethyl acetate, and the organic layer was washed with saturated brine, and dried overanhydrous sodium sulfate. The solvent was evaporated under reduced pressure. The residue was purified by silica gelcolumn chromatography (ethyl acetate/hexane) to give the title compound (2.81 g).1H NMR (300 MHz, DMSO-d6) delta 1.70 (3H, t, J = 19.2 Hz), 3.92 (3H, s), 4.77 (2H, t, J = 12.8 Hz), 8.84 (1H, s).

With the rapid development of chemical substances, we look forward to future research findings about 33420-52-9.

Reference:
Patent; Takeda Pharmaceutical Company Limited; SUGIMOTO, Takahiro; SHIMOKAWA, Kenichiro; KOJIMA, Takuto; SAKAMOTO, Hiroki; FUJIMORI, Ikuo; NAKAMURA, Minoru; YAMADA, Masami; MURAKAMI, Masataka; KAMATA, Makoto; SUZUKI, Shinkichi; (78 pag.)EP3144308; (2017); A1;,
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