Dichloromethane → HCID 59311568, compound

Participants

Reaction Steps

p-Toluenesulfonyl chloride (511 mg) was added to a mixture composed of the above crude di-tert-butyl {4-chloro-3-(2-cyano-2-hydroxyethyl)-1-[(4-methoxy-3,5-dimethylpyridin-2-yl)methyl]-1H-pyrazolo[3,4-d]pyrimidin-6-yl}imidodicarbonate (788 mg) and dehydrated dichloromethane (12 mL), followed by dropwise addition of triethylamine (0.56 mL). Then, 4-dimethylaminopyridine (16 mg) was added and the mixture was stirred at room temperature for three hours. The reaction mixture was diluted with chloroform and washed with water. The organic layer was dried over anhydrous sodium sulfate and then filtered, and the filtrate was concentrated under reduced pressure. The resulting residue was purified by silica gel column chromatography (ethyl acetate-hexane) to obtain the title compound (450 mg, 45%) as a solid.

Provenance & Evidence