2-(Methylthio)-4-(tributylstannyl)pyrimidine → HCID 17962398, compound

Participants

Reaction Steps

A mixture of 3-bromo-6-(trifluoromethyl)-2-[4-(trifluoromethyl)phenyl]pyrazolo[1,5-a]pyridine (0.82 g), 2-(methylthio)-4-(tributylstannyl)pyrimidine (0.83 g), dichlorobis(triphenylphosphine)palladium (0.14 g) and silver (I) oxide (0.43 g) in 1,4-dioxane (10 mL) was heated to reflux for 18 h. The mixture was cooled, filtered and the filtrate concentrated to dryness. The residue was purified by chromatography eluting with an increasing gradient from cyclohexane to cyclohexane-diethylether (94:6) to give, after concentration to dryness of the appropriate fractions, the title compound as a cream solid (0.46 g); 1H NMR (d6-DMSO) δ 9.58(1H, s), 8.50(1H, d), 8.46(1H, d), 7.90(2H, d), 7.84 (2H, d), 7.82(1H, dd), 6.94(1H, d), 2.43(3H, s); m/z 455 (M+1)+.

Provenance & Evidence