4-Bromobenzamide → HCID 19081571, compound

Participants

Reaction Steps

1.0 g of 5-(3,4-dimethoxy-5-trimethylstannyl-benzyl)-pyrimidine-2,4-diamine (Example 1o) and 0.472 g of 4-bromobenzamide are dissolved in 50 ml of dioxan, treated with 0.3 g of lithium chloride and 0.15 g of tetrakis-triphenylphosphine-palladium and held at reflux under argon for 14 hrs. The mixture is poured on to ice-water, extracted with methylene chloride, dried over magnesium sulphate and, after concentration, the residue is chromatographed on silica gel with methylene chloride/methanol 2:1. 64 mg (7%) of 5-(4'-carbamoyl-5,6-dimethoxy-biphenyl-3-ylmethyl)-pyrimidine-2,4-diamine are isolated as a colourless solid. M.p. 199° (decomposition).

Provenance & Evidence