2-Aminobenzimidazole → HCID 58362664, compound

Participants

Reaction Steps

To a solution of (E)-4-(3-(dimethylamino)acryloyl)benzonitrile (2.0 g, 10.0 mmol) and 2-aminobenzimidazole (1.33 g, 10 mmol) in acetic acid (15 mL) was heated at 120° C. for 16 hours. The mixture was concentrated to a residue and treated with sodium bicarbonate solution to neutralize the residual acetic acid. The resulting suspension was added EtOAc, sonicated, and filtered. The solid collected was washed with water, ether, and dried under high vacuum to give 630 mg (23%) of T709 as yellow solid. A small amount was purified by HPLC (acetonitrile/H2O) for NMR and bioassay. 1H NMR (CD3OD): δ 9.83 (1H, d, J=8.4 Hz), 8.59 (2H, m), 8.46 (1H, d, J=8.4 Hz), 8.36 (1H, d, J=6.8 Hz), 8.01 (2H, m), 7.93 (1H, m), 7.87 (1H, m), 7.74 (1H, m); MS: 271 (M+H+).

Provenance & Evidence