Application of 3-Chloro-2-methylpyridine

With the rapid development of chemical substances, we look forward to future research findings about 72093-03-9.

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 72093-03-9, name is 3-Chloro-2-methylpyridine. This compound has unique chemical properties. The synthetic route is as follows. Product Details of 72093-03-9

Preparation of teit-butyl 4-((3-chloropyridin-2-yl)methyl)-4- hydroxypiperidine-l-carboxylate. A solution of 3-chloro-2-methylpyridine (64.2 mg, 0.50 mmol) in THF (1 mL) was sparged with N2 and cooled to -78 C before n-butyllithium (2.5 M THF, 0.16 mL, 0.41 mmol) was added dropwise. After stirred at -78 C for 45 min, the mixture was warmed to RT and stirred for 2 h before cooled again to -78 C. A solution of tert-butyl 4-oxopiperidine-l-carboxylate (74.2 mg, 0.37 mmol) in THF (1.5 mL) was added dropwise. After stirring for 2 hr at -78 C, the mixture was warmed to rt and stirred for 2 d. The reaction was then partitioned between EtOAc and sat. H4CI (aq). After phase-separation, the aqueous was extracted with EtOAc (3x). The organic extracts were combined, dried over Na2S04, filtered and concentrated. The residue was purified by silica chromatography (10-90% EtOAc in hexanes) to afford the title compound as a colorless oil (103.5 mg, 85%). MS (apci) m/z = 227.1 (M+H-Boc).

With the rapid development of chemical substances, we look forward to future research findings about 72093-03-9.

Reference:
Patent; ANDREWS, Steven W.; ARONOW, Sean; BLAKE, James F.; BRANDHUBER, Barbara J.; COLLIER, James; COOK, Adam; HAAS, Julia; JIANG, Yutong; KOLAKOWSKI, Gabrielle R.; MCFADDIN, Elizabeth A.; MCKENNEY, Megan L.; MCNULTY, Oren T.; METCALF, Andrew T.; MORENO, David A.; RAMANN, Ginelle A.; TANG, Tony P.; REN, Li; WALLS, Shane M.; (946 pag.)WO2018/71454; (2018); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Extracurricular laboratory: Synthetic route of 72093-03-9

The chemical industry reduces the impact on the environment during synthesis 72093-03-9, I believe this compound will play a more active role in future production and life.

Reference of 72093-03-9, 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.72093-03-9, name is 3-Chloro-2-methylpyridine, molecular formula is C6H6ClN, molecular weight is 127.57, as common compound, the synthetic route is as follows.

To a solution of 3-chloro-2-methylpyridine (0.367 g, 2.88 mmol) in THF (10 mL) was added 0.65 M (2,2,6,6-tetramethylpiperidin-1-yl)zinc(II) lithium chloride (6.65 ml, 4.32 mmol) at ft. The resulting yellow solution was stirred at sametemperature for 1 h, scandium trifluoromethanesulfonate (0.057 g, 0.115 mmol) was added and stirred at room temperature for 15 mm. A microwave vial was charge with 3 -(8-(bis(4-methoxybenzyl)amino)-2-bromo- [1 ,2,4jtriazolo[ 1 ,5-ajpyrazin-6- yl)benzonitrile (0.64 g, 1.152 mmol), palladium acetate (0.021 g, 0.092 mmol) and 2?-(dicyclohexylphosphino)-N,N,N?,N?-tetramethylbiphenyl-2,6-diamine (0.080g, 0.184 mmol) was evacuated under high vacuum and backfilled with nitrogen. The mixture was cooled to 0 C and the zinc reagent was added slowly via syringe. Afier addition, the reaction was heated to 60 C for lh. The reaction solutionwas partitioned between EtOAc and sat. NH4C1 solution. The layers were separated and the aqueous extracted further with EtOAc (2x). The combined organicswere washed with water and brine, dried over MgSO4, and concentrated. The resulting residue was purified via flash chromatography to afford the product. LC-MS calculated for C34H29C1N702 (M+H): mlz = 602.2; found 602.2.

The chemical industry reduces the impact on the environment during synthesis 72093-03-9, I believe this compound will play a more active role in future production and life.

Reference:
Patent; INCYTE CORPORATION; HOANG, Gia; WANG, Xiaozhao; CARLSEN, Peter Niels; GAN, Pei; LI, Yong; QI, Chao; WU, Liangxing; YAO, Wenqing; YU, Zhiyong; ZHU, Wenyu; (333 pag.)WO2020/10197; (2020); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem