Dimethylamine → HCID 23381129, compound

Participants

Reaction Steps

To a solution of 7-benzylthio-3-(2-chlorophenyl)-1-(hydroxycarbonylmethyl)-3,4-dihydropyrimido[4,5-d]pyrimidin-2(1H)-one (500 mg, 1.13 mmol) and benzotriazol-1-yloxytris(pyrrolidino)phosphonium hexafluorophosphate) (885 mg, 1.70 mmol) in N,N-dimethylformamide (15 mL) was bubbled dimethylamine gas into the solution for two minutes, then stirred in a sealed tube for 2 hours. The reaction mixture was quenched with water and extracted into ethyl acetate. The combined organic extracts were washed with water, dried, filtered, concentrated in vacuo, and the residue was purified by column chromatography on silica gel using 36:1 dicloromethane/methanol as eluant. The column fractions containing product were combined and concentrated in vacuo to give 490 mg of 7-benzylthio-3-(2-chlorophenyl)-1-(dimethylaminocarbonyl-methyl)-3,4-dihydropyrimido[4,5-d]pyrimidin-2(1H)-one.

Provenance & Evidence