Acetyl chloride → HCID 58169356, compound

Participants

Reaction Conditions

Reaction Steps

To a mixture of 1-(2-(4-(4-bromo-5-cyclopropyl-1H-pyrazol-3-ylamino)-5-chloropyrimidin-2-yl)phenyl)prop-2-en-1-ol (550 mg, 1.2 mmol, 1.0 eq) in THF (20 mL), a solution of acetyl chloride (966 mg, 12 mmol, 10 eq) in THF (2 mL) was added. The mixture was stirred at 0° C. for 4 h, then, partitioned between EtOAc and water. The organic layer was washed with brine, dried over Na2SO4, filtered and concentrated. The residue was purified by column chromatography to provide 1-(4-bromo-3-(5-chloro-2-(2-(1-hydroxyallyl)phenyl)pyrimidin-4-ylamino)-5-cyclopropyl-1H-pyrazol-1-yl)ethanone (310 mg, 52%). LC-MS (m/z)=488.0, 490.0 [M+H]+.

Provenance & Evidence