Day: April 14, 2022

Synthetic Route of 1440519-73-2, 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.1440519-73-2, name is 2-Chloro-6-(4-methoxybenzyl)-6,7-dihydro-5H-pyrrolo[3,4-b]pyridin-5-one, molecular formula is C15H13ClN2O2, molecular weight is 288.7289, as common compound, the synthetic route is as follows.

To a solution of 2-chloro-6-(4-methoxy-benzyl)-6,7-dihydro-pyrrolo [3 ,4-b]pyridin-5-one (5.8 g, 20.0 mmol) in THF (50 mL) was added sodium hydride (60% in mineral oil, 1.7 g, 42.0 mmol) at room temperature. The resulting reaction mixture was stuffed for 30 mmbefore iodomethane (6.0 g, 42.0 mmol) was added. After stirring at room temperature overnight, the mixture was quenched with water and extracted with EtOAc. The organic layer was then washed with brine, dried over anhy. Na2SO4, filtered and concentrated in vacuo to give the crude product which was then purified by flash column chromatography (silica gel 20 g, 5% to 20% ethyl acetate in DCM). The title compound was obtained (3.8 g, 57%) as a white solid. MS: 316.2 (M+Hj.

Statistics shows that 1440519-73-2 is playing an increasingly important role. we look forward to future research findings about 2-Chloro-6-(4-methoxybenzyl)-6,7-dihydro-5H-pyrrolo[3,4-b]pyridin-5-one.

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; HOFFMANN-LA ROCHE INC.; AEBI, Johannes; AMREIN, Kurt; CHEN, Wenming; HORNSPERGER, Benoit; KUHN, Bernd; LI, Dongbo; LIU, Yongfu; MAERKI, Hans P.; MARTIN, Rainer E.; MAYWEG, Alexander V.; TAN, Xuefei; WANG, Lisha; WU, Jun; ZHOU, Mingwei; WO2014/191336; (2014); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 69422-72-6, 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.69422-72-6, name is 2,4,6-Trichloronicotinic acid, molecular formula is C6H2Cl3NO2, molecular weight is 226.4446, as common compound, the synthetic route is as follows.

To 1.7 (1.0 g, 4.42 mmol, 1.0 eq) was added SOCl2(5.0 mL) followed by DMF (catalytic) and reflux ed for 16 h. Reaction mixture was concentrated under reduced pressure to obtain acyl chloride. Methyl hydrazine (0.20 g, 42.5 mmol, 1.0 eq) was dissolved in CH2C12(20.0 mL) followed by addition of solution of NaOH (0.72 g, 177 mmol, 4.0 eq) in water (5.0 mL). To the solution was added previously made acyl chloride solution in CH2C12(20.0 mL) dropwise. Reaction mixture was refluxed for 15 min. After completion of reaction, reaction mixture was transferred into water and extracted with CH2C12. Organic layers were combined, washed with brine, dried over Na2S04and concentrated under reduced pressure to pressure to obtain crude which was purified by column chromatography to provide 1.8. (1.1 g, 97.0 %). MS(ES): m/z 255.5 [M+H]+

The chemical industry reduces the impact on the environment during synthesis 69422-72-6, I believe this compound will play a more active role in future production and life.

Reference:
Patent; NIMBUS LAKSHMI, INC.; GREENWOOD, Jeremy Robert; HARRIMAN, Geraldine C.; LEIT DE MORADEI, Silvana Marcel; MASSE, Craig E.; MCLEAN, Thomas H.; MONDAL, Sayan; (401 pag.)WO2018/71794; (2018); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 188637-63-0, Adding some certain compound to certain chemical reactions, such as: 188637-63-0, name is (6-Bromopyridin-2-yl)methanamine,molecular formula is C6H7BrN2, 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 188637-63-0.

To an ice-cold solution of (R)-1-(tert-butoxycarbonyl)piperidine-3- carboxylic acid (1.09g, 4.75mmol) in 50 mL of CH2Cl2, 1-chloro-N,N,2-trimethyl-1- propenylamine (0.69mL, 5.3mmol) was added dropwise with stirring. The stirring was continued for 2 h at this temperature, then (6-bromopyridin-2-yl)methanamine (750 mg, 4.0mmol) was added, followed by 1.6 mL of iPr2NEt. The cooling bath was removed and the reaction mixture was stirred overnight at rt. After completion of the reaction monitored by HPLC, the reaction mixture was added to water (120 mL) and extracted with DCM (2 120 mL). The organic layer was washed successively with an aqueous solution of NaHCO3 (20 mL), water (20 mL), and brine (20 mL), then dried over Na2SO4 and concentrated under reduced pressure. The remaining residue was purified by flash column chromatography (ISCO eluted with Hexanes/EtOAC) to give 1.10g of desire title compound.

According to the analysis of related databases, 188637-63-0, the application of this compound in the production field has become more and more popular.

Reference:
Patent; ACHILLION PHARMACEUTICALS, INC.; WILES, Jason, Allan; PHADKE, Avinash, S.; DESHPANDE, Milind; AGARWAL, Atul; CHEN, Dawei; GADHACHANDA, Venkat, Rao; HASHIMOTO, Akihiro; PAIS, Godwin; WANG, Qiuping; WANG, Xiangzhu; GREENLEE, William; (508 pag.)WO2017/35409; (2017); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 1111637-74-1, 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 1111637-74-1, name is 1-(5-Bromo-2-fluoropyridin-3-yl)ethanone. This compound has unique chemical properties. The synthetic route is as follows.

Step 3: (R)-5-Amino-3-(5-bromo-2-fluoropyridin-3-yl)-3,6,6-trimethyl-3,6-dihydro-2H-1,4-thiazine 1,1-dioxide In an analogous sequence of reactions to those described for Example 7, steps 1-4, 1-(5-bromo-2-fluoropyridin-3-yl)ethanone (11 g, 50 5 mmol) was converted to the title compound in 20% yield. LC/MS (ESI+) m/z=364, 366 (M+H; 2 bromine isotopes).

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 1111637-74-1, 1-(5-Bromo-2-fluoropyridin-3-yl)ethanone.

Reference:
Patent; LEWIS, Richard T.; ALLEN, Jennifer R.; CHENG, Yuan; CHOQUETTE, Deborah; EPSTEIN, Oleg; GUZMAN-PEREZ, Angel; HARRINGTON, Paul E.; HUA, Zihao; HUNGATE, Randall W.; HUMAN, Jason Brooks; JUDD, Ted; LIU, Qingyian; LOPEZ, Patricia; MINATTI, Ana Elena; OLIVIERI, Philip; ROMERO, Karina; RUMFELT, Shannon; RZASA, Robert M.; SCHENKEL, Laurie; STELLWAGEN, John; WHITE, Ryan; XUE, Qiufen; ZHENG, Xiao; ZHONG, Wenge; US2014/107109; (2014); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 777931-67-6, 3-Bromo-2-chloro-6-methoxypyridine, 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, 777931-67-6, blongs to pyridine-derivatives compound. SDS of cas: 777931-67-6

D) 2-chloro-3-(2-fluoro-5-methoxyphenyl)-6-methoxypyridine Under an argon atmosphere, to a solution of 3-bromo-2-chloro-6-methoxypyridine (4.61 g) in toluene (60 mL) were added (2-fluoro-5-methoxyphenyl)boronic acid (3.52 g), [1,1-bis(diphenylphosphino)ferrocene]dichloropalladium(II)dichlorome thane adduct (1.69 g) and 2.0 M aqueous sodium carbonate solution (31.1 mL), and the mixture was stirred at 80C for 1 hr. Water was added at room temperature, and the reaction mixture was extracted with ethyl acetate. The extract was washed with water and saturated brine and dried over anhydrous magnesium sulfate. The solvent was evaporated under reduced pressure and the residue was purified by silica gel column chromatography (ethyl acetate/hexane) to give the title compound (4.06 g) as a white amorphous solid. 1H NMR (300 MHz, DMSO-d6) delta 3.77 (3H, s), 3.91 (3H, s), 6.90-6.94 (1H, m), 6.96 (1H, d, J = 8.3 Hz), 6.98-7.06 (1H, m), 7.24 (1H, t, J = 9.1 Hz), 7.80 (1H, d, J = 8.3 Hz).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,777931-67-6, its application will become more common.

Reference:
Patent; Takeda Pharmaceutical Company Limited; MIWATASHI, Seiji; SUZUKI, Hideo; OKAWA, Tomohiro; MIYAMOTO, Yasufumi; YAMASAKI, Takeshi; HITOMI, Yuko; HIRATA, Yasuhiro; SHIBUYA, Akito; EP2816023; (2014); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 102645-33-0, 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.102645-33-0, name is 2,5-Dichloroisonicotinaldehyde, molecular formula is C6H3Cl2NO, molecular weight is 176, as common compound, the synthetic route is as follows.

To a solution of 2,5-dichloropyridine-4-carbaldehyde (2.75 g, 15.62 mmol) in DMSO (63 mL) was added /V-methyl-O-phenylenediamine (1.91 g, 15.62 mmol) and the mixture stirred at ambient temperature for 5 mins. Sulfur (500 mg, 15.62 mmol) was added and the mixture warmed to 60 C and allowed to stir for 2.5 hrs. The reaction was then cooled to R.T. and added to a bi-phasic stirred solution of DCM and water (200 mL ea). The resulting emulsion was extracted with DCM (3 x 100 mL) and the combined organics were washed with water (3 x 100 mL), dried over MgS04, filtered and stripped to a crude red gum which was purified by Biotage flash chromatography (45 M loaded with DCM, eluting with EtOAc / heptane 5-30 % over 10 CV, then holding for 5 CV) to afford the title compound (3.22 g, 74 %) as a pale orange solid. 1H NMR (400 MHz, DMSO-d6) delta ppm 3.72 (s, 3 H) 7.26 – 7.35 (m, 1 H) 7.35 – 7.44 (m, 1 H) 7.69 (d, J=8.1 Hz, 1 H) 7.74 (d, J=8.1 Hz, 1 H) 7.95 (s, 1 H) 8.78 (s, 1 H). m/z (APCI+) for Ci3H9N3Cl2 278.05 / 280.00 (M+H)+.

The chemical industry reduces the impact on the environment during synthesis 102645-33-0, I believe this compound will play a more active role in future production and life.

Reference:
Patent; PFIZER INC.; NAIR, Sajiv Krishnan; PLANKEN, Simon Paul; PLEWE, Michael Bruno; VERNIER, William Francois; YANG, Yi; ZHU, Huichun; WO2011/27249; (2011); A2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 130473-26-6, Adding some certain compound to certain chemical reactions, such as: 130473-26-6, name is 1H-Pyrrolo[2,3-c]pyridine-5-carbaldehyde,molecular formula is C8H6N2O, 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 130473-26-6.

C174 (500 mg, 3.42 mmol) is dissolved in 1.5 mL formic acid. The solution is cooled to in an ice bath, 30% aqueous hydrogen peroxide (722 RL, 6.8 mmol) is added drop-wise, and the reaction is stirred 1 h in an ice bath, and allowed to stand overnight at 5C. The mixture is diluted with water, the solid is collected, washed with water and is dried to give 522 mg of an off-white solid. The formate salt is added to 7 mL water, 3 mL 2N NAOH is added, and the pH is adjusted to 3 with 5% aqueous HC1. The precipitate is collected and is dried to afford 1H-pyrrolo [2,3-c] pyridine-5- carboxylic acid (C176 (67% yield). HRMS (FAB) calculated for CGH6N202+H : 163.0508, found 163.0507 (M+H) +.

According to the analysis of related databases, 130473-26-6, the application of this compound in the production field has become more and more popular.

Reference:
Patent; PHARMACIA & UPJOHN COMPANY; WO2004/39815; (2004); A2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 69045-83-6 , The common heterocyclic compound, 69045-83-6, name is 2,3-Dichloro-5-(trichloromethyl)pyridine, molecular formula is C6H2Cl5N, 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.

The chlorinated 2,3-dichloro-5-trichloromethylpyridine was put into a fluorination kettle (about 2300 kg).Injecting catalyst into the reaction fluorineAntimony pentafluoride 200kg,Add 1700kg of anhydrous hydrogen fluoride,The molar ratio of 2,3-dichloro-5-trichloromethylpyridine to hydrogen fluoride is 1:10.Excessive hydrogen fluoride facilitates the reaction.Turn on the reactor and stir, heat up and keep at 180 C.The reaction was carried out at a pressure of 6 MPa for 24 hours, and the temperature was lowered to 60 C.Transfer the material to 3000L in advanceWater in the washing kettle,The material is washed twice and then neutralized to a pH of 7,The material is then layered into a rectification tank.The mixture was subjected to vacuum distillation to obtain 2-fluoro-3-chloro-5-trifluoromethylpyridine having a content of ?99%.

The synthetic route of 69045-83-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Shandong Huimeng Biological Technology Co., Ltd.; Xiao Caigen; Liu Shuwen; (7 pag.)CN107935920; (2018); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

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. 824-51-1, name is 6-Methyl-1H-pyrrolo[2,3-b]pyridine, molecular formula is C8H8N2, 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. category: pyridine-derivatives

General procedure: 7-Azaindole derivatives (4.2 mmol) were added to a stirredsuspension of AlCl3 (21.0 mmol, 2.80 g) in DCM (40 mL) placed at icebath. After the mixture was stirred at room temperature for 0.5 h,acetyl chloride (21.0 mmol, 1.49 mL) was added dropwise and theresulting mixture was reacted for 12 h at room temperature. MeOH(20 mL) was added cautiously to quench the reaction, the solventswere removed under reduced vacuum. Then the residue was dissolvedin 40 mL water,1N NaOH (aq) was added to adjust the pH upto 5, and extracted with ethyl acetate (15mL 3). The combinedorganic phase was dried over anhydride sodium sulfate andconcentrated under reduced vacuum. The residue was further purifiedby column chromatography on silica gel using PE/EA as eluentto afford the corresponding acylated product

With the rapid development of chemical substances, we look forward to future research findings about 824-51-1.

Reference:
Article; Liu, Bin; Yuan, Xia; Xu, Bo; Zhang, Han; Li, Ridong; Wang, Xin; Ge, Zemei; Li, Runtao; European Journal of Medicinal Chemistry; vol. 170; (2019); p. 1 – 15;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

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. 1072-98-6, name is 2-Amino-5-chloropyridine, the common compound, a new synthetic route is introduced below. Computed Properties of C5H5ClN2

A mixture of A-1 (4.50 g, 35.00 mmol) and 2-chloroacetaldehyde (10.30 g, 52.50 mmol, 8.45 mL) in EtOH (50.00 mL) and H20 (10 mL) was stirred at 80 C for 16 hours The mixture was concentrated to a residue that was diluted with 0 (100 mL) and extracted with EtOAc (150 mL x 2). The combined organic phase was washed with water (50 mL x 2) and brine (20 mL), dried over Na2S04, filtered and concentrated to afford A-2 (5.10 g, 33.43 mmol) as a solid. H NMR (400 MHz, CDC13) deltaEta 8.18 (d, 1H), 7.65 (s, 1H), 7.59 – 7.50 (m, 2H), 7.12 (dd, 1H).

The synthetic route of 1072-98-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; PRAXIS PRECISION MEDICINES, INC.; REDDY, Kiran; MARTINEZ BOTELLA, Gabriel; GRIFFIN, Andrew Mark; MARRON, Brian Edward; (168 pag.)WO2018/98500; (2018); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem