Day: March 16, 2022

Application of 100367-55-3, 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.100367-55-3, name is 5-Nitropicolinonitrile, molecular formula is C6H3N3O2, molecular weight is 149.11, as common compound, the synthetic route is as follows.

Step B: 5-Aminopicolinonitrile (21) [00384] A mixture of 5-nitropicolinonitrile (20, step A) (3 g, 20 mmol), Zn (6.5 g, 100 mmol) and H4C1 (10 g, 185 mmol) in EtOH (40 mL) was stirred for at room temperature for 2 h. The reaction was diluted with DCM (150 mL) and filtered; filtrate was concentrated and purified by silica gel column chromatography with petroleum ether/ ethyl acetate (3 : 1) to give the product (1 g, 42%) as a yellow solid. LC-MS: (M + H)+ 120.0

The chemical industry reduces the impact on the environment during synthesis 100367-55-3, I believe this compound will play a more active role in future production and life.

Reference:
Patent; NEW YORK UNIVERSITY; UNIVERSITY OF ALBANY; SCHMIDT, Ann, Marie; RAMASAMY, Ravichandran; SHEKHTMAN, Alexander; RAI, Vivek; MANIGRASSO, Michaele, B.; (179 pag.)WO2017/184547; (2017); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 65873-72-5, In the chemical reaction process,reaction time,type of solvent,can easily affect the result of the reaction, thereby determining the yield and properties of the reaction product.An updated downstream synthesis route of 65873-72-5 as follows.

STR17 2 g of Raney nickel are added to 10.9 g (0.08 mol) of 6-methoxypyridine-3-aldehyde in 100 ml of ethanol, and the mixture is subsequently hydrogenated at 75 C. and 50 bar hydrogen pressure for 3 hours. For working up, the catalyst is filtered off and the filtrate is concentrated in vacuo. 11.1 g (100% of theory) of 2-methoxy-5-hydroxymethylpyridine are obtained as an oil which can be purified by distillation, of boiling point 85 C. to 88 C. at 0.6 mbar.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,65873-72-5, its application will become more common.

Reference:
Patent; Bayer Aktiengesellschaft; US4990622; (1991); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 832735-60-1 , The common heterocyclic compound, 832735-60-1, name is 7-Bromo-[1,2,4]triazolo[4,3-a]pyridine, molecular formula is C6H4BrN3, 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 7-bromo-[1,2,4]triazolo[4,3-a]pyridine (930.9 mg, 4.70 mmol)And benzophenone imine (1.70g, 9.38mmol)Toluene (40 mL) suspension was addedPd2(dba)3 (217.7 mg, 0.24 mmol), BINAP (293.4 mg, 0.45 mmol)And t-BuONa (908.4 mg, 9.45 mmol).The reaction system was stirred at 100 C overnight.After the reaction,The reaction was quenched by the addition of water (50 mL).The resulting mixture was extracted with EtOAc (100 mL×3).The combined organic phases were washed with brine (100 mL).Dry over anhydrous sodium sulfate,Filter and concentrate under reduced pressure.The residue obtained is purified by silica gel column chromatography (MeOH/DCM (v/v) = 1 / 20).The title compound was obtained as a brown solid (1.66 g, yield 46.3%).

The synthetic route of 832735-60-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Guangdong Dongyangguang Pharmaceutical Co., Ltd.; Jiatuo Sciences Corporation; Xi Ning; Li Minxiong; Peng Ju; Li Xiaobo; Zhang Tao; Hu Haiyang; Chen Wuhong; Bai Changlin; Ke Donghua; Chen Peng; (217 pag.)CN109776522; (2019); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 20511-12-0, 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. 20511-12-0, name is 5-Iodopyridin-2-amine. A new synthetic method of this compound is introduced below.

B. 2-Amino-5-(methylthio)pyridine A suspension of Cu powder (9.0 g), NaOMe (34.5 g, 0.638 mol), methylthiol (0.642 mol), and 2-amino-5-iodopyridine (100 g, 0.455 mol) in 800 ml of MeOH is heated in an autoclave at 150 C. for 12 hours. After cooling, the reaction mixture is filtered, and the filtrate is evaporated in vacuo. The residue is partitioned between EtOAc and H2 O. The organic layer is separated, washed with H2 O, dried and evaporated in vacuo. Recrystallization from MeOH yields the title compound.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,20511-12-0, its application will become more common.

Reference:
Patent; E. R. Squibb & Sons, Inc.; US4221796; (1980); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 1026796-81-5 ,Some common heterocyclic compound, 1026796-81-5, molecular formula is C7H7BrN2O, 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 2-methyl-6-(4,4,5,5-tetramethyl-l,3,2-dioxaborolan-2- yl)quinoline (2.5 g, 9.29 mmol) in a solvent mixture of 1 ,4-dioxane (25 mL) and water (14 mL), was added Cs2C03 (9.08 g, 27.9 mmol) followed by N-(4- bromopyridin-2-yl)acetamide (2.54 g, 1 1.15 mmol). Nitrogen gas was bubbled through the stirred suspension for 10 min and Pd(PPh3)4 (0.859 g, 0.743 mmol) was added and again nitrogen gas was bubbled through the stirred suspension for another 10 min. The reaction mixture was then heated at 100 C for 12 h. The reaction mixture was cooled to room temperature and diluted with water (15 mL). The mixture was extracted with ethyl acetate (3 x 150 mL). The combined organic layers were washed with brine (50 mL), dried over Na2S04, filtered and concentrated under reduced pressure. The crude product was purified by flash column chromatography (Mobile phase: ethyl acetate in petroleum ether) to afford N-(4-(2-methylquinolin-6- yl)pyridin-2-yl)acetamide (1.7 g, 6.13 mmol, 66% yield). LCMS (ESI) m/e 278.2[(M+H)+, calcd for Ci7Hi6N30, 278.1]; LC/MS retention time (method E): tR = 1.68 min.

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. 1026796-81-5, N-(4-Bromopyridin-2-yl)acetamide, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; HARTZ, Richard A.; AHUJA, Vijay T.; MACOR, John E.; BRONSON, Joanne J.; DASGUPTA, Bireshwar; DZIERBA, Carolyn Diane; NARA, Susheel Jethanand; KARATHOLUVHU, Maheswaran Sivasamban; WO2015/116492; (2015); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

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.847729-27-5, name is Methyl 2-chloro-5-fluoronicotinate, molecular formula is C7H5ClFNO2, molecular weight is 189.57, as common compound, the synthetic route is as follows.Safety of Methyl 2-chloro-5-fluoronicotinate

A mixture of methyl 2-chloro-5-fluoronicotinate (D69) (199.85 mg, 1.054 mmol) and potassium carbonate (291 mg, 2.108 mmol) in tetrahydrofuran (2 ml) was stirred under N2 nitrogen 15 min at room temperature. N-(4-fluoro-2-methylphenyl)azetidin-3-amine (D55) (190 mg, 1.054 mmol) was added and the resulting mixture was stirred 1 day at room temperature. The residue obtained after solvent evaporation was purified by Biotage SNAP-Si column eluting with a mixture cyclohexane/ethyl acetate from 100/0 to 80/20. Collected fractions after solvent evaporation afforded the title compound (D90)(155 mg)

At the same time, in my other blogs, there are other synthetic methods of this type of compound,847729-27-5, Methyl 2-chloro-5-fluoronicotinate, and friends who are interested can also refer to it.

Reference:
Patent; Borriello, Manuela; Rovati, Lucio; Stasi, Luigi Piero; Buzzi, Benedetta; Colace, Fabrizio; US2013/261100; (2013); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 107867-51-6, 5-(Trifluoromethyl)pyridine-2,3-diamine, 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: C6H6F3N3, blongs to pyridine-derivatives compound. Formula: C6H6F3N3

General procedure: Step 1: To a solution of compound 47 (35 mg, 0.097 mmol) in 3% HOAc/DMF (2 mL) wasadded 4, 5-difluorobenzene-1, 2-diamine (28 mg, 0.194 mmol) and potassiumperoxymonosulfate (Oxone, 60 mg, 0.097 mmol). The reaction was stirred at 80C for 16 hr. Thesolution was cooled to ambient temperature and neutralized with K2CO3 (30 mg). The mixturewas patitioned between EtOAc (6 mL) and water (2 mL). The organic phase was isolated andevaporated in vacuum.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,107867-51-6, 5-(Trifluoromethyl)pyridine-2,3-diamine, and friends who are interested can also refer to it.

Reference:
Article; Yu, Yang; Wu, Zhicai; Shi, Zhi-Cai; He, Shuwen; Lai, Zhong; Cernak, Timothy A.; Vachal, Petr; Liu, Min; Liu, Jian; Hong, Qingmei; Jian, Tianying; Guiadeen, Deodial; Krikorian, Arto; Sperbeck, Donald M.; Verras, Andreas; Sonatore, Lisa M.; Murphy, Beth A.; Wiltsie, Judyann; Chung, Christine C.; Gorski, Judith N.; Liu, Jinqi; Xiao, Jianying; Wolff, Michael; Tong, Sharon X.; Madeira, Maria; Karanam, Bindhu V.; Shen, Dong-Ming; Balkovec, James M.; De Vita, Robert J.; Pinto, Shirly; Nargund, Ravi P.; Bioorganic and Medicinal Chemistry Letters; vol. 29; 11; (2019); p. 1380 – 1385;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 867279-13-8, 4-Bromo-2-chloro-5-methylpyridine, 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, Safety of 4-Bromo-2-chloro-5-methylpyridine, blongs to pyridine-derivatives compound. Safety of 4-Bromo-2-chloro-5-methylpyridine

Step 3: To a solution 4-bromo-2-chloro-5-methylpyridine (75 g, 363 mmol) in THF (500 mL) was added isopropylmagnesium chloride lithium chloride (1397 mL of 1.3M solution in THF,1816 mmol) at 0 C, The resulting mixture stirred at 22 C for 1 h. Then, the resulting mixture was stirred at 22 C under CO2 (1 atm) for 40 mm. The mixture was quenched with H20 (1500 mL) and extracted with EtOAc (300 mL x 2). The aqueous phase was adjusted to pH 5 withM aqueous HC1 and then was extracted with EtOAc (300 mL x 3). The resulting organic layers were washed with brine (300 mL) and concentrated in vacuum to give 2-chloro-5-methylisonicotinic acid as a light yellow solid, which was used directly in next step without further purification. MS: 172 (M + 1). ?H NMR (400 MHz, DMSO-d6) 8.39 (s, 1H), 7.68 (s, 1H), 2.43 (s, 3H).

The synthetic route of 867279-13-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; MERCK SHARP & DOHME CORP.; CTXT PTY. LTD.; MACHACEK, Michelle, R.; WITTER, David, J.; REUTERSHAN, Michael Hale; ALTMAN, Michael, D.; STUPPLE, Paul Anthony; (67 pag.)WO2019/94311; (2019); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 58539-65-4, 2-Methylnicotinamide, 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, Product Details of 58539-65-4, blongs to pyridine-derivatives compound. Product Details of 58539-65-4

The 2 – methyl nicotinic acid amide (200 mg, 1 . 47 mmol) dissolved in anhydrous tetrahydrofuran (5 ml) in, 0 C under argon conditions, dropping borane tetrahydrofuran solution (1 M, 7.4 ml, 7.4 mmol), the reaction 30 minutes, up to 60 C reaction 8 hours. Saturated ammonium chloride aqueous solution quenching, ethyl acetate extraction, anhydrous sodium sulfate drying, filtering of evaporation to dryness to obtain colourless oil of 200 mg, crude product is directly used for the next step reaction

At the same time, in my other blogs, there are other synthetic methods of this type of compound,58539-65-4, 2-Methylnicotinamide, and friends who are interested can also refer to it.

Reference:
Patent; Beijing Seth Ming Qiang Pharmaceutical Technology Co., Ltd.; Zhang Qiang; Liu Yansheng; Li Xingfu; Hu Chenming; (96 pag.)CN109535132; (2019); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

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. 72093-13-1, name is 6-Chloro-2,3-dimethylpyridine. This compound has unique chemical properties. The synthetic route is as follows. Recommanded Product: 6-Chloro-2,3-dimethylpyridine

To a mixture of l-Boc-4-hydroxypiperidine (CAS: 109384-19-2, 200 mg, 0.99 mmol) in DMF (3.847 mL), were added NaH (60% dispersion in mineral oil, 79.5 mg, 1.99 mmol) and l5-crown-5 (198.4 mE, 1.19 mmol). Then 6-chloro-2,3-dimethylpyridine (154.78 mg, 1.09 mmol) was added and the mixture was stirred at 80 C for 16 h. Then additional NaH (60% dispersion in mineral oil, 39.75 mg, 0.99 mmol) was added and the mixture was stirred at 80 C for 20 h. Then water was added at 0 C and the mixture was extracted with DCM. The organic layer was separated, dried, filtered and the solvents concentrated in vacuo. The crude was purified by flash column chromatography (silica, EtOAc in heptane 0/100 to 70/30). The desired fractions were collected and the solvents concentrated in vacuo to give intermediate 120 (134.1 mg, 44%) as a colourless oil

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, 72093-13-1, 6-Chloro-2,3-dimethylpyridine.

Reference:
Patent; JANSSEN PHARMACEUTICA NV; BARTOLOME-NEBREDA, Jose Manuel; TRABANCO-SUAREZ, Andres, Avelino; DE LUCAS OLIVARES, Ana Isabel; DELGADO-JIMENEZ, Francisca; CONDE-CEIDE, Susana; VEGA RAMIRO, Juan, Antonio; (245 pag.)WO2019/243530; (2019); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem