Triethylamine → HCID 69759201, compound

Participants

Reaction Steps

A solution of 2-(3-bromo-phenyl)-3-(4-carbamimidoyl-phenyl)-N-{(S)-cyclohexyl-[(piperidin-4-ylmethyl)-carbamoyl]-methyl}-propionamide trifluoracetic acid salt (100 mg, 0.13 mmol, less polar diastereomer), ethyl acetimidate hydrochloride (32 mg, 0.26 mmol), and triethylamine (138 μl, 1.04 mmol) in methanol (40 ml) was stirred for 5 days. During the five days the same amount of triethylamine and ethyl acetimidate hydrochloride was added twice. The reaction mixture was evaporated in vacuo and purified by prep. HPLC (HPLC conditions: Purospher(R)Star HP-18e (10 μM), acetonitrile/water+1% TFA, 10% to 100% acetonitrile) to give 70 mg of the desired product (63% yield). MS m/z: 623.3 (M+H)+.

Provenance & Evidence