Gamma-Butyrolactone → HCID 178520698, compound

Participants

Reaction Conditions

Reaction Steps

A mixture of 300 mg (0.8054 mmol) of 3-(3-aminomethyl-phenylamino)4-(3-chloro-phenylamino)-1H-pyrazolo[3,4-d]pyrimidine (water content: 1.79%; see Step 90.5), 277 mg (3.22 mmol) of -γ-butyrolactone, 2 mg of 4-dimethylamino-pyridine and 5 ml of methanol is stirred for 10 hours at 95° C. and, after a further addition of 277 mg (3.22 mmol) of γ-butyrolactone and 4 mg of 4-dimethylaminopyridine, for a further 16 hours at 100° C. The reaction mixture is then concentrated by evaporation in vacuo, and the residue is stirred with ethyl acetate and filtered, and the filter residue is recrystallized from methanol, yielding 4-(3-chloro-phenylamino)-3-[3-({4-hydroxy-butyryl-amino}-methyl)-phenylamino]-1H-pyrazolo[3,4-d]pyrimidine having a water content of 0.67%; m.p. 182-184° C.

Provenance & Evidence