反应详情
EQUATION
反应方程式
REACTANTS
反应物
PRODUCTS
生成物
AUXILIARIES
试剂、催化剂与溶剂
CONDITIONS
反应条件
- 温度
- 65 °C
PROCEDURE
实验过程
To a solution of 3-bromo-1-cyclohexyl-6-tosyl-6H-imidazo[1,5-a]pyrrolo[2,3-e]pyrazine (0.026 g, 0.056 mmol, Preparation #MM.1) and PdCl2(dppf)•DCM adduct (0.005 g, 0.006 mmol) in THF (1 mL) was added (E)-ethyl 3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)acrylate (0.052 g, 0.23 mmol) and Na2CO3 (0.021 g, 0.20 mmol) followed by water (0.25 mL). The reaction mixture was heated to about 65° C. After about 15 h, the reaction mixture was cooled to ambient temperature and directly purified by chromatography on silica gel (12 g) eluting with 20-80% EtOAc:DCM (1:1) in heptane to provide (E)-ethyl 3-(1-cyclohexyl-6-tosyl-6H-imidazo[1,5-a]pyrrolo[2,3-e]pyrazin-3-yl)acrylate (0.045 g, 70%) as a yellow solid: LC/MS (Table 1, Method a) Rt=3.15 min; MS m/z: 493 (M+H)+.
WORKUP
后处理
- temperaturethe reaction mixture was cooled to ambient temperature
- customdirectly purified by chromatography on silica gel (12 g)
- washeluting with 20-80% EtOAc:DCM (1:1) in heptane