Hydrochloric Acid → HCID 10310783, compound

Participants

Reaction Steps

To a solution of 4-{5-(N-cyclohexyl-N-methyl-carbamoyl)-2-[(thiophene-2-carbonyl)-amino]-benzoimidazol-1-yl}-butyric acid (Example 2) (0.05 g, 11 mmol) in DMF (5 mL) was added 1-hydroxybenzotriazole hydrate (0.02 g, 16 mmol) followed by 1-[3-(dimethylamino)propyl]-3-ethylcarbodimide hydrochloride (0.03 g, 16 mmol). The mixture was stirred for 1 h., and ammonium hydroxide (5 mL) was added. Stirring was continued for 48 h. The solution was neutralized with 1M HCl, and partitioned between EtOAc (10 mL) and water (10 mL). The organic layer was washed with saturated sodium carbonate (10 mL) and water (3×10 mL). The solvent was evaporated and the resulting oil was purified by flash chromatography with 5% MeOH/dichloromethane to give the title compound (0.02 g, 40%), m.p. 112-115° C.

Provenance & Evidence