反应详情

To suspension of 6-bromo-1H-indazole-3-carboxylic acid (5 g, 20.77 mmol) in DMF (40 mL) was added NaH (60%, 1.7 g, 41.5 mmol). The mixture was stirred at RT for 10 min, followed by addition of 4-chloro-pyrimidin-2-ylamine (4.0 g, 31 mmol). The mixture was heated at 65° C. for 2 hr. The reaction cooled to RT, then another 1 eq NaH added (ca 0.78 g). Heating continued at 65° C. overnight. Reaction mixture was allowed to cool to RT. The mixture was quenched by portionwise addition to water (10 mL) resulting in formation of a precipitate. The mixture was acidified with 0.5M aq citric acid. The precipitate was collected by suction filtration through a fritted sinter funnel and washed with MeOH/EtOAc (1/1) and was thoroughly dried under high vacuum to give the title compound as a beige solid (5.8 g, LC-MS purity=88%); LC-MS: m/z=+333.85/335.80 (M+H)+.

1. temperatureThe mixture was heated at 65° C. for 2 hr
2. temperatureThe reaction cooled to RT
3. temperatureHeating
4. waitcontinued at 65° C. overnight
5. customReaction mixture
6. temperatureto cool to RT
7. customThe mixture was quenched by portionwise addition to water (10 mL)
8. customresulting in formation of a precipitate
9. filtrationThe precipitate was collected by suction filtration through a fritted sinter funnel
10. washwashed with MeOH/EtOAc (1/1)
11. customwas thoroughly dried under high vacuum