Water → HCID 178523026, compound

Participants

Reaction Steps

To a solution of 2-(4-adamantan-1-yl-phenoxymethyl)-1H-benzoimidazole-5-carboxylic acid (50 mg, 0.124 mmol), furfuryl amine (18 mg, 0.186 mmol) and DMAP (22.78 mg, 0.186 mmol) in DMF (1 mL) was added PyBOP (97 mg, 0.186 mmol) at room temperature. The mixture was stirred for 16 h at room temperature and then poured into water (150 mL). The resulting solid was extracted with a mixture of methanol:MC (10%), washed with brine, aqueous sodium bicarbonate and water, dried over anhydrous MgSO4, filtered and concentrated under reduced pressure. The resulted crude product was purified by PLC (methanol: MC=0.5:9.5) to afford 2-(4-adamantan-1-yl-phenoxymethyl)-1H-benzoimidazole-5-carboxylic acid (furan-2-ylmethyl)-amide as a colorless solid (43.2 mg, 72% yield).

Provenance & Evidence