反应详情

温度

100 °C

In a 25 mL round-bottomed flask was placed 4-(8-oxa-3-azabicyclo[3.2.1]octan-3-yl)-6-isopropoxypyrimidin-2-ol (31, 215 mg, 0.810 mmol) in POCl3 (20 ml) to give a fine off-white suspension. The mixture was stirred at 100° C. for 16 h. The mixture was cooled to room temperature, concentrated, diluted with dichloromethane, and washed with saturated NaHCO3. The aqueous phase was made basic with NaOH (5N) to pH 10 and extracted with dichloromethane. The combined organic phases were dried over MgSO4, filtered and concentrated to give the title compound (106 mg, 46%). Aryl chloride 32 could be transformed into aniline 19 as described in scheme 2 for the conversion of 5 into 6. Aniline 19 could be transformed into urea or carbamate compounds as described in scheme 2 (and illustrated in the experimental section for scheme 8).

1. customIn a 25 mL round-bottomed flask was placed
2. temperatureThe mixture was cooled to room temperature
3. concentrationconcentrated
4. additiondiluted with dichloromethane
5. washwashed with saturated NaHCO3
6. extractionextracted with dichloromethane
7. dry with materialThe combined organic phases were dried over MgSO4
8. filtrationfiltered
9. concentrationconcentrated