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,
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