反应详情

To a mixture of 2-methoxy-7H-pyrrolo[2,3-d]pyrimidine (0.220 g, 1.476 mmol) and anhydrous zinc chloride (0.407 g, 2.953 mmol) in dry CH2Cl2 (20 mL), ethylmagnesium bromide (0.65 mL, 3.0 M solution in diethyl ether) was added over 10 min at room temperature. The suspension was stirred for 1 h, and then 3,4,5-trimethoxybenzoyl chloride (0.510 g, 2.2 mmol) in dry CH2Cl2 (10 mL) was added dropwise over 5 min. The reaction mixture was stirred for another 1 h and then aluminum chloride (0.196 mg, 1.476 mmol) was added. The resulting thick mixture was vigorously stirred for 5 h. The reaction was quenched with water (10 mL) and extracted with CH2Cl2 (20 mL). The combined organic layers were dried over anhydrous MgSO4 and evaporated to give a brown oil, which was purified on a silica gel column (EtOAc:Hexane=1:1 to MeOH:CH2Cl2=1:20) to give compound 16 (0.081 g, 20%).

1. additionwas added over 10 min at room temperature
2. stirringThe reaction mixture was stirred for another 1 h
3. stirringThe resulting thick mixture was vigorously stirred for 5 h
4. customThe reaction was quenched with water (10 mL)
5. extractionextracted with CH2Cl2 (20 mL)
6. dry with materialThe combined organic layers were dried over anhydrous MgSO4
7. customevaporated
8. customto give a brown oil, which
9. customwas purified on a silica gel column (EtOAc:Hexane=1:1 to MeOH:CH2Cl2=1:20)