反应详情

A stirred mixture of 5-bromo-4-chlorothieno[2,3-d]pyrimidine (3.8 g, 15.2 mmol), ethanol (250 ml), triethylamine (2.32 ml, 16.7 mmol) and 2-aminomethylpyridine (1.72 ml, 16.7 mmol) was heated under reflux for 2.5 hours. The solution was then cooled to ambient temperature, poured into water (300 ml) and extracted with dichloromethane (3×150 ml). The combined organic extracts were dried (MgSO4) and the solvent removed in vacuo to give the crude product. Purification by flash chromatography (silica) eluting with ethyl acetate and 40°-60° petroleum ether (1:1) gave (5-bromothieno[2,3-d]pyrimidin-4-yl)pyridin-2-ylmethylamine as a yellow solid (3.12 g), m.pt. 127°-129° C.

1. temperaturewas heated
2. temperatureunder reflux for 2.5 hours
3. extractionextracted with dichloromethane (3×150 ml)
4. dry with materialThe combined organic extracts were dried (MgSO4)
5. customthe solvent removed in vacuo
6. customto give the crude product
7. customPurification by flash chromatography (silica)
8. washeluting with ethyl acetate and 40°-60° petroleum ether (1:1)