HCID 23290194, compound → HCID 23290185, compound

Participants

Reaction Steps

A suspension of 1.0 g (2.71 mmol) of the ethyl 2-(6-nitro-1,3-benzodioxol-5-yl)-1H-benzimidazole-1-acetate from EXAMPLE 10 and 0.5 g of 10% palladium on carbon in 20 mL of absolute EtOH was agitated on a Parr apparatus under a hydrogen atmosphere at 32 psi for 3.5 h. The mixture was filtered through a pad of celite and concentrated to give the crude product mixture. Purification by silica gel chromatography gave 93 mg (9%) of ethyl 2-(6-amino-1,3-benzodioxol-5-yl)-1H-benzimidazole-1-acetate as a solid: mp 284.2-287° C.; 1H NMR (CDCl3) δ 1.29 (t, J=7.2 Hz, 3H), 4.27 (q, J=7.1 Hz, 2H), 4.85 (s, 2H), 5.93 (s, 2H), 6.38 (s, 1H), 6.79 (s, 1H), 7.26-7.40 (m, 3H), 7.73-7.83 (m, 1H); HRMS (FAB) Calc'd for M+H: 340.1297, found: 340.1255.

Provenance & Evidence