Ammonia → HCID 19081745, compound

Participants

Reaction Steps

138 mg of 5-(3-bromo-4,5-dimethoxy-benzyl)-pyrimidine-2,4-diamine, 98 mg of trimethyl-phenyl-stannate (Example 1a), 51 mg of lithium chloride, 25 mg of tetrakis-triphenylphosphinepalladium and a crystal of 2,6-di-t-butyl-p-cresol in 10 ml of dioxan are held at reflux under argon for 4 hrs. The yellowish reaction mixture is poured into about 10% aqueous ammonia and extracted three times with methylene chloride. The organic phase is dried over magnesium sulphate and chromatographed on silica gel with methylene chloride/methanol 9:1. 62 mg (46%) of 5-(5,6-dimethoxy-biphenyl-3-ylmethyl)-pyrimidine-2,4-diamine are isolated as a yellowish solid. Mass spectrum: peaks: inter alia at m/e: 336 (M+, 100%), 321 (28%), 305 (54%), 123 (36%).

Provenance & Evidence