Related Products of 1196152-00-7 ,Some common heterocyclic compound, 1196152-00-7, molecular formula is C7H7ClN2O2, 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.
3-(2-chloropyrimidin-4-yl)-l-methyl-lH-pyrazol-5-amine (9.C). To a solution of acetonitrile (0.19 ml, 3.60 mmol) in THF 4.0 ml was slowly added butyllithium (1.5 ml, 2.5M solution in hexanes, 3.77 mmol) at -78 0C and the mixture was stirred at -78 0C for 50 min. Ethyl 2-chloropyrimidine-4-carboxylate, 9.B (0.64 g, 3.43 mmol) in THF (3.0 ml) was added dropwise at -78 0C. The reaction mixture was continued to stirre at -78 0C for Ih. The reaction mixture was allowed to warm up to room temperature and stirred for 1 h. The reaction was quenched by addition of water (15.0 ml). The aquouse layer was acidified to pH = 5 with IN HCl, and extracted with ethyl acetate (30 x 3 ml). The combined organic layer was washed with brine (20 ml) and dried over Na2SO4. The solvent was removed to give the intermediate ketonitrile as a dark brown solid. The crude ketonitrile was treated with methyl hydrazine (0.37 ml, 6.86 mmol) in methanol (6.0 ml) and 2N HCl (3.0 ml) at 80 0C for 6 h. LC-MS results indicated the product was formed. The crude mixture was purified by preperative HPLC to give 9.C. 0.23g, yield 32%. MS ESI (pos.) m/e: 209.9 (M+H)+.
These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,1196152-00-7, its application will become more common.
Reference:
Patent; AMGEN INC.; DU, Xiaohui; FU, Zice; HOUZE, Jonathan, B.; JIAO, Xianyun; KIM, Yong-jae; LI, Leping; LIU, Jinqian; LIZARZABURU, Mike; MEDINA, Julio; SHEN, Wang; TURCOTTE, Simon; YU, Ming; WO2010/93849; (2010); A2;,
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