反应详情

温度

110 °C

A mixture of 2-amino-7H-pyrrolo[2,3-d]pyrimidin-4-ol (Sigma, 150 mg, 1.0 mmol) in phosphorus oxychloride (1.5 mL) was heated at about 110° C. for about 30 minutes. Phosphorus oxychloride was carefully removed under reduced pressure and the reaction mixture was quenched by slow addition of ice water (10 mL). The resulting mixture was neutralized with saturated aqueous sodium carbonate (about 5 mL) to pH 7. The crude product was extracted into dichloromethane (20 mL) and washed with water (15 mL). The organic layer was separated and the aqueous phase was further extracted with dichloromethane (3×30 mL). The combined organic extracts were dried over anhydrous sodium sulfate and concentrated to give 4-chloro-7H-pyrrolo[2,3-d]pyrimidin-2-ylamine (0.036 g, 0.21 mmol) as a light yellow solid; LC/MS (Table 1, Method a) Rt 1.17 min; MS m/z: (M+H)+ 169.

1. customPhosphorus oxychloride was carefully removed under reduced pressure
2. customthe reaction mixture was quenched by slow addition of ice water (10 mL)
3. extractionThe crude product was extracted into dichloromethane (20 mL)
4. washwashed with water (15 mL)
5. customThe organic layer was separated
6. extractionthe aqueous phase was further extracted with dichloromethane (3×30 mL)
7. dry with materialThe combined organic extracts were dried over anhydrous sodium sulfate
8. concentrationconcentrated