HCID 86598491, compound → HCID 85865908, compound

Participants

Reaction Conditions

Reaction Steps

To a cold (0° C.) solution of 1-[2-(3-chlorophenyl)pyrazolo[1,5-c]pyrimidin-3-yl]-2-propyn-1-ol (1.41 g, 4.97 mmol) in chloroform (600 mL) was added manganese dioxide (30.3 g, 0.348 mol). The reaction mixture was stirred at 0° C. for 10 minutes then filtered through a pad of celite. The filtrate was concentrated in vacuo to provide 1-[2-(3-chlorophenyl)pyrazolo[1,5-c]pyrimidin-3-yl]-2-propyn-1-one (1.40 g, 100%) as a white solid. Rf 0.37 (2:1 hexanes:ethyl acetate); 1H NMR (CDCl3) δ 9.39 (s, 1H), 8.37 (d, 1H), 8.28 (d, 1H), 7.78 (s, 1H), 7.62 (d.1H), 7.52–7.40 (m, 2H), 3.17 (s, 1H); MS m/z 282 (M+1).

Provenance & Evidence