HCID 22379888, compound → HCID 22380016, compound

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Reaction Steps

A mixture of crude N-propargyl 1-ethyl-2-{[2-(2,5-difluorophenyl)-pyrazol-3-yl]methyl}-1H-benzimidazole-5-carboxamide (450 mg) and mercury(II) acetate (1 eq) is heated at reflux in acetic acid (15 mL) for 6 h. The mixture is concentrated, saturated aqueous potassium carbonate added and extracted with ethyl acetate (3×). The combined organic layers were washed with water then with saturated aqueous sodium chloride, dried (MgSO4), concentrated, and triturated with ether to give 1-ethyl-2-{[2-(2,5-difluorophenyl)-pyrazol-3-yl]methyl}-5-(5-methyl-oxazol-2-yl)-1H-benzimidazole, which is converted to the hydrochloride salt in ethyl acetate. 1H NMR (d6 DMSO): δ 8.16(s,1H), 8.09-9.01m.(2H), 7.78(m,1H), 7.62(m,1H), 7.49-7.45(m,3H), 7.04(m,1H), 6.56(s,1H), 4.70(s,2H), 4.36(q,2H), 2.41(s,3H), 1.21(t,3H). LCMS MH+ 420.5.

Provenance & Evidence