反应详情

To a stirred solution of crude 5-chloropyrazolo[1,5-c]pyrimidine-3-carbonyl chloride (200 mg, 0.9 mM, 1.0 equiv) in 15 mL of dichloromethane was added cyclohexylamine (400 ul, 4.0 mM, 4 equiv). The reaction mixture was stirred for 15 minutes then quenched with 0.4 mL of acetic acid. The reaction mixture was concentrated under reduced pressure and the residue partitioned between water and dichloromethane. The dichloromethane phase was concentrated, and the crude product purified by flash chromatography on silica gel (97:3 dichloromethane:methanol) to yield 310 mg (100%) of 5-chloro-N-cyclohexylpyrazolo[1,5-c]pyrimidine-3-carboxamide. LCMS (ESI) m+H=279.1; 1H NMR (400 MHz, CDCl3) δ: 8.66 (s, 1H), 8.65 (d, 1H), 7.47 (d (broad exchangeable) 1H), 6.93 (d, 1H), 4.08 (m, 1H), 2.02 (m, 2H), 1.80 (m, 2H), 1.62 (m, 1H), 1.40 (m, 5H).

1. customthen quenched with 0.4 mL of acetic acid
2. concentrationThe reaction mixture was concentrated under reduced pressure
3. customthe residue partitioned between water and dichloromethane
4. concentrationThe dichloromethane phase was concentrated
5. customthe crude product purified by flash chromatography on silica gel (97:3 dichloromethane:methanol)