Triethylamine → HCID 22063871, compound

Participants

Reaction Steps

To a stirred solution of 3-methoxypropionic acid (93.5 μL, 0.99 mmol) in methylene chloride (6 mL) and DMF (200 μL) was added oxalyl chloride (86.8 μL, 0.99 mmol). The resulting clear solution was stirred for 2 hours, then added via canula to a stirred solution of 5-(2-amino-1-hydroxy-2-m-tolyl-ethyl)-1-cyclopentyl-3-methyl-1,3-dihydro-benzoimidazol-2-one hydrochloride (400 mg, 0.99 mmol) and triethyl amine (306 μL) in methylene chloride (4 mL). After 1 hour, LCMS showed complete reaction. Water was added to the reaction mixture and the organic phase was separated and washed with brine. The organic phase was dried over anhydrous sodium sulfate and concentrated in vacuo to afford 433 mg of the amide, which was used without further purification.

Provenance & Evidence