反应详情

温度

100 °C

To a solution of crude ethyl 1-(4-methoxy-1H-pyrazol-1-yl)cyclopropanecarbimidate (79.5 mg, 0.380 mmol) in ethanol (1.5 mL) was added (R)-(1-(5,6-diaminopyridin-2-yl)piperidin-3-yl)(pyrrolidin-1-yl)methanone dihydrochloride (151 mg, 0.417 mmol) followed by glacial acetic acid (0.435 mL, 7.59 mmol). The mixture was degassed with nitrogen, and then triethylamine (0.318 mL, 2.28 mmol) was added. The reaction mixture was heated at 100° C. for 20 min and then at 85° C. for 18 h. The mixture was poured into a saturated aqueous solution of ammonium chloride (40 mL) and extracted with dichloromethane (50 mL×3). The combined organics were washed with a saturated aqueous solution of sodium bicarbonate. The aqueous layer was extracted with dichloromethane (40 mL×2). The combined organics were dried over sodium sulfate, filtered and concentrated under reduced pressure. The crude material was purified via HPLC to afford the title compound. MS (ESI+) (M+H) 436.2; HPLC retention time 1.85 min (Method A).

1. customThe mixture was degassed with nitrogen
2. extractionextracted with dichloromethane (50 mL×3)
3. washThe combined organics were washed with a saturated aqueous solution of sodium bicarbonate
4. extractionThe aqueous layer was extracted with dichloromethane (40 mL×2)
5. dry with materialThe combined organics were dried over sodium sulfate
6. filtrationfiltered
7. concentrationconcentrated under reduced pressure
8. customThe crude material was purified via HPLC