N-Methylbenzylamine → HCID 60024763, compound

Participants

Reaction Conditions

Reaction Steps

Sodium tert-butoxide (60 mg, 0.63 mmol) was added to a solution of N4-(3-bromo-4-methylphenyl)-2-(cis-2,6-dimethylmorpholinyl)-N6,N6-dimethyl-4,6-pyrimidinediamine (50 mg, 0.12 mmol) and N-methyl(phenyl)methanamine (50 mg, 0.40 mmol) in tetrahydrofuran (2 mL). Tris(dibenzylidineacetone)dipalladium (1 mg, 0.001 mmol) and 2,2′-bis(diphenylphosphino)-1,1′-binapthyl (2 mg, 0.003 mmol) were added to this mixture and the resulting mixture was heated at 110° C. for 16 hours. The mixture was then cooled to room temperature, concentrated in vacuo, and purified by preparative thin-layer chromatography [eluent: hexane/EtOAc (3:1)], giving the desired product (20 mg, 36%).

Provenance & Evidence