Month: May 2021

Reference of 431-38-9 ,Some common heterocyclic compound, 431-38-9, molecular formula is C3H6F3NO, 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 solution of 150 mg intermediate 6-[4-(difluoromethoxy)phenyl]-2-(3-fluorophenyl)-3-oxo-2,3- dihydropyridazine-4-carboxylic acid, 92.6 mg amino-1 ,1 ,1 -trifluoro-2-propanol, 273 mg HATU, 0.19 mL ethyldiisopropylamine and 2.2 mg 4-dimethylaminopyridine in 3 mL of DMF was stirred at room temperature for 48 hours. Then the reaction mixture was filtered and subjected to RP-HPLC (Instrument: Waters Autopurification MS SingleQuad; Colum: Waters XBrigde C18 5mu 100x30mm; eluent A: water + 0.2 vol % aqueous ammonia (32%), eluent B: acetonitrile; gradient: 0-5.5 min 5-100% B; flow 70 mL/min; temperature: 25 C; DAD scan: 210-400 nm) to yield 62 mg 6-[4-(difluoromethoxy)phenyl]-2-(3-fluorophenyl)-3-oxo-N-(3,3,3- trifluoro-2-hydroxypropyl)-2,3-dihydropyridazine-4-carboxamide. 1H NMR (400 MHz, DMSO-d6) delta ppm = 3.48 (br dd, 1 H), 3.69 – 3.81 (m, 1 H), 4.22 (br s, 1 H), 6.66 (br d, 1 H), 7.27 – 7.43 (m, 4 H), 7.55 (br d, 1 H), 7.58 – 7.66 (m, 2 H), 7.99 – 8.08 (m, 2 H), 8.67 (s, 1 H), 8.62 – 8.74 (m, 1 H), 9.66 (br s, 1 H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,431-38-9, its application will become more common.

Reference:
Patent; BAYER PHARMA AKTIENGESELLSCHAFT; DEUTSCHES KREBSFORSCHUNGSZENTRUM (DKFZ); SCHMEES, Norbert; GUTCHER, Ilona; IRLBACHER, Horst; BADER, Benjamin; ZHAO, Na; PLATTEN, Michael; (437 pag.)WO2017/202816; (2017); A1;,
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Adding a certain compound to certain chemical reactions, such as: 23147-58-2, Glycerol aldehyde dimer, 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: C4H8O4, blongs to alcohols-buliding-blocks compound. Formula: C4H8O4

Step 2: (S)-2-Amino-N-[(S)-1-(6-bromo-2-methoxy-naphthalen-1-ylmethyl)-2-oxo-2,3,4,5-tetrahydro-1H-benzo[b]azepin-3-yl]-butyramide was dissolved in MeOH (2 mL) and15 glycolaldehyde dimer (10.9 mg, 90.5 ).IDOl, Eq: 0.55), acetic acid (9.5 )lL, 165 ).IDOl, Eq: 1.0) andsodium cyanoborohydride (15.5 mg, 247 ).IDOl, Eq: 1.5) were successively added. The mixturewas stirred at RT overnight. The mixture was diluted with 1 N HCl, 1 N NaOH added to adjust thepH to ca. 11. The mixture was extracted with EtOAc, the extracts washed with brine, dried overNa2S04, concentrated and the resulting material purified by flash chromatography to afford the20 title compound which was lyophilized from MeCN/H20 (55 mg, 60 %). MS m/z 556.0 (MH+

The synthetic route of 23147-58-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; HOFFMANN-LA ROCHE INC.; HAN, Xiaochun; LOU, Yan; MICHOUD, Christophe; MISCHKE, Steven Gregory; REMISZEWSKI, Stacy; RUPERT, Kenneth Carey; WO2014/9495; (2014); A1;,
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Synthetic Route of 261723-32-4 ,Some common heterocyclic compound, 261723-32-4, molecular formula is C7H6BrFO, 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.

To a solution of (3-bromo-2-fluoro-phenyl)methanol (2.750 g, 13.413 mmol) in dichloromethane (50 mL) was added manganese dioxide (9.32 g, 107.31 mmol) and the resulting mixture was stirred at 45C overnight. Once complete, the reaction was filtered through diatomaceous earth and washed with dichloromethane to obtain 3-bromo-2-fluoro-benzaldehyde as a white solid (2.24 g, 83%). lU NMR (400 MHz, DMSO-i ) delta 10.19 (dt, = 1.3, 0.7 Hz, 1H), 8.05 (tdd, = 6.8, 3.1, 1.5 Hz, 1H), 7.85 (ddt, = 7.9, 6.4, 1.5 Hz, 1H), 7.37 (tdt, = 7.8, 1.6, 0.8 Hz, 1H).

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. 261723-32-4, (3-Bromo-2-fluorophenyl)methanol, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; GENENTECH, INC.; YU, Jiang; WU, Guosheng; YUEN, Po-Wai; VILLEMURE, Elisia; SCHWARZ, Jacob; LY, Cuong; SELLERS, Benjamin; VOLGRAF, Matthew; WO2015/52226; (2015); A1;,
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Adding a certain compound to certain chemical reactions, such as: 10488-69-4, Ethyl 4-chloro-3-hydroxybutanoate, 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, 10488-69-4, blongs to alcohols-buliding-blocks compound. Recommanded Product: Ethyl 4-chloro-3-hydroxybutanoate

S(-)-4-chloro-3-hydroxybutyric acid ethyl ester (100g) andL-2-Aminobutyramide is the starting material (61.3g),With chloroform as solvent,Add acid agent potassium carbonate (81.3g),While stirring at reflux, the reaction was incubated for 4 hours.After confirming that the reaction of raw materials is completed, the reaction solution is washed twice with 150 mL of dichloromethane, and the organic phase is dried.It is reduced to no fractions and purified by column to give product intermediate I, namely (S)-2-((S)-4-hydroxy-2-oxopyrrolidin-1-yl)butyrylAmine, 96.3 g, purity 98.4percent, yield 86.3percent.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,10488-69-4, its application will become more common.

Reference:
Patent; Emeishan Hongsheng Pharmaceutical Co., Ltd.; Lu Chengxian; Tian Jianhong; Tian Yangyang; Che Shangze; Tian Jinyuan; (10 pag.)CN107513032; (2017); A;,
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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.56-81-5, name is Propane-1,2,3-triol, molecular formula is C3H8O3, molecular weight is 92.0938, as common compound, the synthetic route is as follows.Computed Properties of C3H8O3

A solution of glycerol (11.2 mmol) in 20 mL CH2Cl2 was charged with a freshly prepared porous silicon chip (Example 1). Trifluoroacetic acid (TFA) (3.4 mL, 44.7 mmol) was added to the solution via syringe. The mixture was allowed to stir at ambient temperature (23 C.) for 20 hours. The solvent was then removed under reduced atmospheric pressure. Column chromatography was used to separate the PDO from product impurities. The desired 1,3-propanediol product was isolated in 32-55% yield.All publications, patents, and patent documents are incorporated by reference herein, as though individually incorporated by reference. The invention has been described with reference to various specific and preferred embodiments and techniques. However, it should be understood that many variations and modifications may be made while remaining within the spirit and scope of the invention.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,56-81-5, Propane-1,2,3-triol, and friends who are interested can also refer to it.

Reference:
Patent; Iowa State University Research Foundation, Inc.; US7514587; (2009); B1;,
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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. 3840-31-1, name is (3,4,5-Trimethoxyphenyl)methanol. This compound has unique chemical properties. The synthetic route is as follows. HPLC of Formula: C10H14O4

A mixture of 15 g (75.76 mmol) of alcohol 8,7.5 g (113.6 mmol) of 85% potassium hydroxide, and120 mL of DMSO was heated at 110-120 in arotating pressure reactor of 1 liter capacity at acetylenepressure of 1012 atm for 5 h. The mixture was dilutedwith 300 mL of water, the reaction product wasextracted into ethyl acetate (4 × 50 mL). The organic phase was washed with water, dried with Na2SO4, thesolvent was distilled off. To purify the residue it waspassed through a small bed of alkaline alumina (eluentether). Yield 15.45 g (91%), yellowish liquid. 1 NMRspectrum, delta, ppm: 3.73 s (3, OCH3), 3.75 s (6,OCH3), 4.00 d (1, =CH2, 3J 6.8 Hz), 4.22 d (1,=CH2, 3J 14.3 Hz), 4.58 s (2, OCH2), 6.456.52 m (3,=CH, Carom). 13 NMR spectrum, delta, ppm: 55.75(OCH3), 60.05 (OCH3), 69.95 (OCH2), 87.22 (=CH2),106.81 (Carom), 132.32 (Carom), 138.16 (Carom),151.61 (=CH), 153.51 (Carom). Found, %: 64.54; 7.35. C12H16O4. Calculated, %: 64.27; 7.19.

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, 3840-31-1, (3,4,5-Trimethoxyphenyl)methanol.

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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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.35364-79-5, name is 2-(3,4-Dichlorophenyl)ethanol, molecular formula is C8H8Cl2O, molecular weight is 191.06, as common compound, the synthetic route is as follows.Safety of 2-(3,4-Dichlorophenyl)ethanol

[00318] MsCl (2.40 g, 20.92 mmol) was added to a solution of 2-(3,4-dichlorophenyl)ethanol (1.00 g, 5.23 mmol) and TEA (1.59 g, 15.69 mmol, 2.17 mL) in dry DCM (10.00 mL) dropwise under N2 atmosphere for 5 minutes. It was stirred at 0 to 20 C for 0.6 h. The solution was diluted with water and extracted with ethyl acetate. The organic phase was washed with water (100 mL x 2) and brine (100 mL), dried (Na2S04), filtered and concentrated in vacuo to yield the crude product. It was used for the next step directly.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,35364-79-5, 2-(3,4-Dichlorophenyl)ethanol, and friends who are interested can also refer to it.

Reference:
Patent; NAVITOR PHARMACEUTICALS, INC.; MAHONEY, Sarah; MOLZ, Lisa; NARAYAN, Sridhar; SAIAH, Eddine; (516 pag.)WO2018/191146; (2018); A1;,
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Adding a certain compound to certain chemical reactions, such as: 89-95-2, 2-Methylbenzyl 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, SDS of cas: 89-95-2, blongs to alcohols-buliding-blocks compound. SDS of cas: 89-95-2

General procedure: Amine (1 mmol) was added to a mixture of Na+-MMT-[pmim]HSO4 (10 mg, 1 mol %) and formic acid (2 mmol) and the resulting mixture was stirred at 60 C for the appropriate time. After completion of the reaction (monitored by TLC), ethyl acetate (10 mL) was added and the catalyst was separated by filtration. The organic phase was washed with water (2 x 10 mL) and dried over Na2SO4. The solvent was removed under reduced pressure to afford the desired product.

The synthetic route of 89-95-2 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Shirini, Farhad; Mazloumi, Masoumeh; Seddighi, Mohadeseh; Research on Chemical Intermediates; vol. 42; 3; (2016); p. 1759 – 1776;,
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Application of 100058-61-5 , The common heterocyclic compound, 100058-61-5, name is 3-(Benzyloxy)cyclobutanol, molecular formula is C11H14O2, 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.

In a.solution of 2-(5-bromo-3-ethylsulfonyl-2-pyridyl)-3-methyl-6-(trifluoromethyl)imidazo[4,5-c]pyridine(1 g, 2.226 mmol) in methylsulfinylmethane (6 mL) were added dipotassium;carbonate (8.905 mmol,1.231 g) and 3-benzyloxycyclobutanol (6.679 mmol, 1.190 g). The reaction vial was placed inmicrowave and heated at 148 oc for 2 hours. After completion of reaction, reaction mixture was poured into water (60ml ), and the aqueous layer was extracted with ethyl acetate. The combinedorganic layer was washed with aqueous saturated sodium chloride solution (30ml), dried overanhydrous sodium sulfate, and concentrated of under reduced pressure. The residue was purify overreduced pressure.LCMS :- rt 1.13 min ,mass 547 (M+1) 1 H NMR (400 MHz, CHLOROFORM-d) d ppm 1.34- 1.38 (m, 3 H) 2.54- 2.81 (m, 3 H) 2.85- 3.03 (m,2 H) 3.03-3.14 (m, 2 H) 3.77-3.83 (m, 2H) 3.87 (s, 3 H) 4.07-4.16 (m, 1 H) 4.88 (quin, J=6.97 Hz, 1H) 7.79-7.84 (m, 1 H) 8.09-8.12 (m, 1 H) 8.57 (d, J=2.81 Hz, 1 H) 8.95-9.00 (m, 1H).

The synthetic route of 100058-61-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; SYNGENTA PARTICIPATIONS AG; RENDLER, Sebastian; EDMUNDS, Andrew; EMERY, Daniel; JUNG, Pierre, Joseph, Marcel; MUEHLEBACH, Michel; RAWAL, Girish; SEN, Indira; SIKERVAR, Vikas; (110 pag.)WO2018/197315; (2018); A1;,
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Application of 83647-43-2, 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.83647-43-2, name is (3-Bromo-2-methylphenyl)methanol, molecular formula is C8H9BrO, molecular weight is 201.0605, as common compound, the synthetic route is as follows.

Tetrahydrofuran solvent and aqueous 0.5M potassium tribasic phosphate solutions were sparged with nitrogen for 15 minutes prior to dispensing for use. In a 1 L rb flask charge (2,3-dihydrobenzo[b][1,4]dioxin-6-yl)boronic acid (5.201 g, 28.9 mmol), (3-bromo-2-methylphenyl)methanol (5.00 g, 24.87 mmol) and chloro(2-dicyclohexylphosphino-2?,4?,6?-tri-i-propyl-1,1?-biphenyl)(2?-amino-1,1?-biphenyl-2-yl) palladium(II) (also known as second generation XPhos precatalyst, CAS number 1310584-14-5, See Kinzel, Tom; Zhang, Yong; Buchwald, Stephen L. J. Am. Chem. Soc. 2010, 132(40), 14073-14075.) (0.588 g, 0.747 mmol), add previously deoxygenated tetrahydrofuran (124 mL) and 0.5 M aq Pottasium phosphate, tribasic solution (124 mL, 62.2 mmol), place under nitrogen and sparge with additional nitrogen for 10 minutes. The reaction was stirred under nitrogen at room temperature for 2 days. Ethyl acetate (300 mL) was added to the reaction followed by 200 mL of brine then the reaction was partitioned in a sepratory funnel. The organic extract was washed again (1×) with brine and dried over magnesium sulfate, filtered and solvent removed in vacuo using a rotary evaporator. The crude reaction product (7.84 g dark oil) was purified by silica gel chromatography eluting with a step gradient of 25% ethyl acetate in hexanes and 30% ethyl acetate in hexanes. The purified product (6.19 g, 95% yield) was obtained as a brown oil. 1H NMR (CHLOROFORM-d) delta: 7.37 (dd, J=7.4, 1.1 Hz, 1H), 7.21-7.26 (m, 1H), 7.17-7.21 (m, 1H), 6.91 (d, J=8.2 Hz, 1H), 6.82 (d, J=2.0 Hz, 1H), 6.77 (dd, J=8.3, 2.1 Hz, 1H), 4.77 (s, 2H), 4.31 (s, 4H), 2.27 (s, 3H).

Statistics shows that 83647-43-2 is playing an increasingly important role. we look forward to future research findings about (3-Bromo-2-methylphenyl)methanol.

Reference:
Patent; Bristol-Myers Squibb Company; Chupak, Louis S.; Ding, Min; Martin, Scott W.; Zheng, Xiaofan; Hewawasam, Piyasena; Connolly, Timothy P.; Xu, Ningning; Yeung, Kap-Sun; Zhu, Juliang; Langley, David R.; Tenney, Daniel J.; Scola, Paul Michael; US2015/291549; (2015); A1;,
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