Methylamine → HCID 18545328, compound

Participants

Reaction Conditions

Reaction Steps

A mixture consisting of 300 mg of 1-[1-(2-amino-6-chloro-4-pyrimidinyl)-5-methyl-4-pyrazolyl]-3-[4-(3,5-difluorophenyl)-1-piperazinyl]-1-trans-propene, 10.2 ml of a 40% methylamine aqueous solution, and 15 ml of ethanol was stirred at 60° C. for 4.5 hours. The reaction mixture was concentrated, and a saturated sodium hydrogencarbonate aqueous solution was added to the residue. The mixture was extracted three times with chloroform. The organic layer was washed with a saturated sodium chloride aqueous solution and dried over anhydrous sodium sulfate. The solvent was removed by evaporation, and the residue was subjected to silica gel column chromatography using a 19:1 mixture of chloroform and methanol as a developing solvent. The fraction containing the desired product was concentrated, and a 1N ethanolic solution of hydrochloric acid was added to the residue. Concentration followed by recrystallization from ethanol gave 95 mg of the title compound as a white powder.

Provenance & Evidence