Dimethylformamide → HCID 69307829, compound

Participants

Reaction Conditions

Reaction Steps

A suspension of 5-bromo-4-(1-ethyl-2-methylimidazol-5-yl)-2-{4-[N-(2-methoxyethyl)sulphamoyl]anilino}pyrimidine (Method 80; 0.35 g, 0.70 mmol), zinc cyanide (0.05 g, 0.42 mmol), tris(dibenzylideneacetone)dipalladium(0) (0.02 g, 0.02 mmol) and 1,1′-bis(diphenylphosphino)ferrocene (0.03 g, 0.05 mmol) in DMF (7 ml, 0.1M) was degassed (N2 purge), then heated at 120° C. for 48 h. The mixture was cooled and filtered through diatomaceous earth, then concentrated in vacuo and the residue was purified by flash silica chromatography DCM:MeOH (97:3) to give the title compound as a yellow oil (80 mg, 26%). NMR 1.22 (t, 3H), 2.52 (s, 3H), 3.15 (q, 2H), 3.27 (s, 3H), 3.42 (t, 2H), 4.41 (q, 2H), 5.08 (t, 1H), 7.75 (d, 1H), 7.83 (d, 1H), 7.90 (s, 1H), 8.18 (s, 1H), 8.68 (s, 1H); m/z 442.

Provenance & Evidence