Month: August 2021

Reference of 149965-40-2 , The common heterocyclic compound, 149965-40-2, name is (5-Bromo-2-chlorophenyl)methanol, molecular formula is C7H6BrClO, 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.

(5-bromo-2-chlorophenyl)methan-1-ol (2.00 g; 9.03 mmol; 1.00 eq.) was dissolved in DMF (30 mL), then the mixture was cooled down to 0C. Imidazole (1.54 g; 22.58 mmol; 2.50 eq.) and tert-butyldimethylsilyl chloride (1.88 mL; 10.84 mmol; 1.20 eq.) were added and the mixture was stirred 2h at 0 C, then 2h at rt. The reaction mixture was concentrated and diluted with EtOAc. The resulting organic phase was washed with saturated aqueous NH4Cl solution, dried over MgSO4, filtered and concentrated to dryness to give crude (5-bromo-2-chloro-phenyl)methoxy-tert-butyl-dimethyl-silane (3.47 g; quantitative), used in the next step without purification. 1H NMR (DMSO-d6, 300 MHz): delta 7.52 (m, 1H); 7.40 (m, 1H); 7.29 (d, J = 8.4 Hz, 1H); 4.61 (s, 2H); 0.80 (s, 9H); 0.00 (s, 6H).

The synthetic route of 149965-40-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Inventiva; BARTH, Martine; CONTAL, Sylvie; JUNIEN, Jean-Louis; MASSARDIER, Christine; MONTALBETTI, Christian; SOUDE, Anne; EP3632908; (2020); 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. 2919-23-5, name is Cyclobutanol, molecular formula is C4H8O, 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: Cyclobutanol

Intermediate 12Carbonic acid cvclobutyl ester 4-nitro-phenyl esterA solution of 4-nitrophenyl chloroformate (6.00 g) in dichloromethane (12 mL) is added dropwise to an ice-cooled mixture of cyclobutanol (2.00 g), and pyridine (2.4 mL) in dichloromethane (10 mL). The resulting mixture is stirred over night at room temperature. Water and dichloromethane are added and the organic phase is separated, washed with brine and dried over MgS04. The solvent is evaporated leaving the title compound as an oil, which is used without further purification. Yield: 6.61 g (crude); LC (method 2): tR = 1 .30 min; Mass spectrum (EST): m/z = 260[M+Na]+.

With the rapid development of chemical substances, we look forward to future research findings about 2919-23-5.

Reference:
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; HIMMELSBACH, Frank; ECKHARDT, Matthias; HEINE, Niklas; LANGKOPF, Elke; NOSSE, Bernd; WO2012/80476; (2012); A1;,
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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 100058-61-5, name is 3-(Benzyloxy)cyclobutanol. This compound has unique chemical properties. The synthetic route is as follows. Application In Synthesis of 3-(Benzyloxy)cyclobutanol

DEAD (1.35 mL, 5.73 mmol) was added dropwsie to a solution of crude product (1s,3s)-3-(benzyloxy)cyclobutan-1-ol (1.02 g, 5.73 mmol), 3,4-difluorophenol (821 g, 6.3 mmol) and triphenylphosphine (2.26 g, 8.6 mmol) in dry tetrahydrofuran (20 mL) at 0 C. The reaction mixture was placed under nitrogen atmosphere and stirred at 80 C for 15 h. The solvent was removed under reduced pressure, and the resulting residue was purified by column chromatography on silica gel (petroleum ether/ethyl acetate = 80:1 as eluent) to get 4-(anti-3-(benzyloxy)cyclobutoxy)-1,2-difluorobenzene (1.116 g, 68% two step yield) as faint yellow oil. 1H NMR (300 MHz, CDCl3) delta 7.39-7.25 (m, 5H), 7.08-6.99 (m, 1H), 6.63-6.56 (m, 1H), 6.51-6.44 (m, 1H), 4.81-4.73 (m, 1H), 4.44 (s, 2H), 4.36-4.28 (m, 1H), 2.54-2.37 (m, 4H).

With the rapid development of chemical substances, we look forward to future research findings about 100058-61-5.

Reference:
Article; Sheng, Ren; Yang, Liu; Zhang, Yanchun; Xing, Enming; Shi, Rui; Wen, Xiaoan; Wang, Heyao; Sun, Hongbin; Bioorganic and Medicinal Chemistry Letters; vol. 28; 15; (2018); p. 2599 – 2604;,
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Reference of 2043-47-2, 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. 2043-47-2, name is 1H,1H,2H,2H-Nonafluoro-1-hexanol. A new synthetic method of this compound is introduced below.

Example 16 is repeated, but using the hydrofluoro alcohol CF3CF2CF2CF2CH2CH2OH from Aldrich.The NMR spectrum indicates approximately 10 mol% degradation of the hydrofluoro alcohol. The main degradation product is :CF3CF2CF2CF=CHCH2OH.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,2043-47-2, its application will become more common.

Reference:
Patent; SOLVAY SOLEXIS S.P.A.; MARCHIONNI, Giuseppe; DE PATTO, Ugo; AVATANEO, Marco; WO2010/57691; (2010); A2;,
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Electric Literature of 5020-41-7, 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. 5020-41-7, name is 2-(3-Methoxyphenyl)ethanol, molecular formula is C9H12O2, 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.

(i) 2-(2-Bromo-5-methoxyphenyl)ethanol To a stirred mixture of 3-methoxyphenethyl alcohol (1.18 g, 7.8 mmol) and pyridine (0.75 ml, 9.3 mmol) in dry dichloromethane (10 ml) was added bromine (0.47 ml, 18.0 mmol) dropwise under nitrogen at 0 C. The orange solution was stirred at room temperature for 4 hours (hr). The reaction mixture was quenched by the addition of 10% sodium bisulfite aqueous solution., and extracted with dichloromethane. The organic extracts were washed with brine, dried over magnesium sulfate, and concentrated to give crude products, which were purified by silica-gel column chromatography eluted with gradient of hexane and ethyl acetate (10:1, 8:1, 5:1) to give the title compound as a colorless oil (1.5 g, 83.2%). 1H-NMR (CDCl3): 7.43 (d, J=8.8 Hz, 1H), 6.83 (d, J=3.3 Hz, 1H), 6.67 (dd, J=8,8, 3.3 Hz, 1H), 3.91-3.81 (m, 2H), 3.78 (s, 3H), 2.99 (t, J=6.6 Hz, 2H).

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 5020-41-7, 2-(3-Methoxyphenyl)ethanol.

Reference:
Patent; Pfizer INC; US6239147; (2001); B1;,
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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.50411-26-2, name is 1-Amino-3-phenylpropan-2-ol, molecular formula is C9H13NO, molecular weight is 151.2056, as common compound, the synthetic route is as follows.Formula: C9H13NO

EXAMPLE 7 5-{4-[2-(3-Phenyl-2-hydroxypropylamino)propoxy]benzyl}thiazolidine-2,4-dione (Compound No. 1-2) 550 mg of 3-phenyl-2-hydroxypropylamine (prepared as described in Preparation 17) and 1.0 g of 5-[4-(2-oxopropoxy)benzyl]thiazolidine-2,4-dione were suspended in 30 ml of anhydrous benzene, and the resulting suspension was heated under reflux for 30 minutes while removing water. Subsequently, the solvent was removed by evaporation under reduced pressure. The resulting oily product was dissolved in 20 ml of anhydrous methanol, 670 mg of sodium cyanoborohydride was added to the solution, whilst ice-cooling, and the mixture was stirred for 2 hours in a stream of nitrogen gas. After this, the reaction mixture was left to stand overnight, and then the solvent was removed by evaporation under reduced pressure. Water was added to the resulting residue, which was then extracted with ethyl acetate. The extract was washed with a saturated aqueous solution of sodium chloride and dried over anhydrous sodium sulfate. The solvent was removed from the extract by evaporation under reduced pressure, and the resulting residue was applied to a silica gel chromatography column, which was eluted with a 5:1 by volume mixture of ethyl acetate and ethanol, and crystallized from ethyl acetate, to give 590 mg of the title compound, melting at 145 C. to 152 C.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,50411-26-2, 1-Amino-3-phenylpropan-2-ol, and friends who are interested can also refer to it.

Reference:
Patent; Sankyo Company, Limited; US5578620; (1996); A;,
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Adding a certain compound to certain chemical reactions, such as: 100-37-8, 2-(Diethylamino)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, category: alcohols-buliding-blocks, blongs to alcohols-buliding-blocks compound. category: alcohols-buliding-blocks

11.7 g of diethylaminoethanol was dissolved in 200 ml of 10% sodium bicarbonate solution and 100 ml of acetone. 31.1 g (0.1 mol) of 5- (2,4-difluorophenyl) acetylsalicyl chloride was added to the reaction mixture. The mixture was stirred at room temperature for 3 hours. The solvent is evaporated. The residue was suspended in 500 ml of ethyl acetate. To the reaction mixture was added 200 ml of 5% sodium bicarbonate. The ethyl acetate layer was collected and washed three times with 500 ml each. The ethyl acetate solution was dried over anhydrous sodium sulfate. The sodium sulfate was removed by filtration. The reaction mixture was stirred with 6 g of acetic acid. The organic phase is evaporated. After drying, 35 g of the desired product was obtained in a yield of 88%.

The synthetic route of 100-37-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Yu Chongxi; Techfields Biochem Inc.; Yu, Chongxi; Xu, Lina; (21 pag.)CN105439877; (2016); A;,
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Related Products of 2425-28-7 , The common heterocyclic compound, 2425-28-7, name is 2-Bromo-1-phenylethan-1-ol, molecular formula is C8H9BrO, 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.

Under room temperature, in DMSO to the proper amount of organic solvent, by adding 100mmol compounds represented by the following general formula (I) compound, 200mmol aboving (II) compound, 20mmol catalyst (to 5mmol1 – (1-ferrocene amido ethyl) – 3-isopropyl-1-imidazole Iodized salt and 15mmolCu (OTf)2(triflic acid copper) mixture), 240mmol oxydizers PhI (OAc)2, 100mmol alkali DBU and 25mmol accelerator CeCl3, then heating up to 70 C, and at this temperature the stirring reaction 5 hours;After the reaction, the reaction solution is filtered, filtrate under stirring the pH value adjusted to neutral, and then fully saturated salt water for washing, chloroform extraction 2-3 time, combined with the phase, is distilled under reduced pressure, the resulting residue over silica gel column chromatography, to volume ratio of 1:2 of the mixed solution of petroleum ether and ethyl acetate to elute, collect eluant and evaporating eliminates takes elution solvent, thereby obtaining the compound (III) variety, the yield is 95.8%.

The synthetic route of 2425-28-7 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Yang Xiujuan; Yang, Xiujuan; (9 pag.)CN105503672; (2016); A;,
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Synthetic Route of 108-82-7, 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 108-82-7, name is 2,6-Dimethylheptan-4-ol. This compound has unique chemical properties. The synthetic route is as follows.

General procedure: To a stirred solution of 4 (1.0 mmol) in 1,4-dioxane or acetonitrile (5 mL) at 0 C was added 1,8-diazabicyclo[5.4.0]undec-7-ene (2 mmol) followed by alcohol compound (1.2 mmol). The reaction mixture was stirred at 50 C for overnight, and extracted with EtOAc for several times. The combined organic layers were washed with brine, dried over MgSO4, and concentrated in vacuo. The residue was purified by flash column chromatography on silica gel using EtOAc:hexane (1:2) as eluant.

According to the analysis of related databases, 108-82-7, the application of this compound in the production field has become more and more popular.

Reference:
Article; Thorat, Shivaji A.; Kang, Dong Wook; Ryu, Hyungchul; Kim, Myeong Seop; Kim, Ho Shin; Ann, Jihyae; Ha, Taehwan; Kim, Sung-Eun; Son, Karam; Choi, Sun; Blumberg, Peter M.; Frank, Robert; Bahrenberg, Gregor; Schiene, Klaus; Christoph, Thomas; Lee, Jeewoo; European Journal of Medicinal Chemistry; vol. 64; (2013); p. 589 – 602;,
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Application of 27646-80-6, Adding some certain compound to certain chemical reactions, such as: 27646-80-6, name is 2-Methyl-2-(methylamino)propan-1-ol,molecular formula is C5H13NO, 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 27646-80-6.

To a solution of 6-bromonicotinic acid (240 mg) in ethyl acetate (10 mL) were added N,N-diisopropylethylamine (0.62 mL), 1.7 M propane phosphonic acid anhydride ethyl acetate solution (1.0 mL) and 2-methyl-2-(methylamino)propan-1-ol (120 mg), and the mixture was stirred at room temperature for 16 hr, and then at 50° C. for 2 hr. To the reaction mixture was added saturated aqueous sodium hydrogencarbonate solution, and the mixture was extracted with ethyl acetate. The obtained organic layer was washed successively with water and saturated brine, and dried over magnesium sulfate, and the solvent was evaporated under reduced pressure. The residue was purified by column chromatography (NH, hexane/ethyl acetate) to give the title compound (42 mg). MS(ESI+): [M+H]+ 286.8.

According to the analysis of related databases, 27646-80-6, the application of this compound in the production field has become more and more popular.

Reference:
Patent; TAKEDA PHARMACEUTICAL COMPANY LIMITED; Saitoh, Morihisa; Yogo, Takatoshi; Kamei, Taku; Tokunaga, Norihito; Ohba, Yusuke; Yukawa, Takafumi; (191 pag.)US2016/159773; (2016); A1;,
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