Ethanethiol → HCID 67418061, compound

Participants

Reaction Steps

To a solution of 3-(benzyloxy)-1-[1-(2-chlorobenzyl)-1H-benzimidazol-4-yl]pyridin-4(1H)-one (2.6 g, 5.9 mmol) in DCM (40 mL) was added ethanethioi (4 mL) and BF3 Et20 (4 mL) and the mixture was stirred at r.t. for 4 h. The mixture was diluted with MeOH, stirred for 10 min, then concentrated. The residue obtained was purified by prep-HPLC to give 1.2 g (58%) of 1-[1-(2-chlorobenzyl)-1H-benzimidazol-4-yl]-3-hydroxypyridin-4(1H)-one. ′H-NMR (CD3OD, 400 MHz) δ 8.48-8.44 (m, 3H), 7.78 (d, J−7.6 Hz, 1H), 7.58-7.51 (m, 3H), 7.41-7.25 (m, 4H), 5.75 (s, 2H). MS (ESI) (M+H 352.1/354.1.

Provenance & Evidence