反应详情

A solution of 4-chloro-2,6-dimethoxypyrimidine-5-carbaldehyde (2.4 g, 11.8 mmol), and 3-cyclopropyl-1-ethyl-1H-pyrazol-5-amine (2.15 g, 14.2 mmol) in THF was heated at 50° C. for 3 h. The flask was then removed from the heating bath and cooled in an ice bath and EtOH (13 mL) was added followed by NaBH4 (0.896 g, 23.7 mmol). The resulting mixture was left to gradually warm to rt and stir for 18 h. The excess NaBH4 was quenched slowly with saturated aqueous NH4Cl and diluted with EtOAc. The aqueous layer was further extracted with EtOAc (2×250 mL) and the combined organic layers were dried over sodium sulfate, filtered and concentrated. The residue was then purified via FCC (20-75% EtOAc/heptane) to give the title compound N-((4-chloro-2,6-dimethoxypyrimidin-5-yl)methyl)-3-cyclopropyl-1-ethyl-1H-pyrazol-5-amine. MS (ESI+) m/z 338.0 (M+H)+.

1. customThe flask was then removed from the heating bath
2. temperaturecooled in an ice bath
3. additionEtOH (13 mL) was added
4. waitThe resulting mixture was left
5. customThe excess NaBH4 was quenched slowly with saturated aqueous NH4Cl
6. additiondiluted with EtOAc
7. extractionThe aqueous layer was further extracted with EtOAc (2×250 mL)
8. dry with materialthe combined organic layers were dried over sodium sulfate
9. filtrationfiltered
10. concentrationconcentrated
11. customThe residue was then purified via FCC (20-75% EtOAc/heptane)