1-Ethyl-3-(3'-dimethylaminopropyl)carbodiimide → HCID 66631721, compound

Participants

Reaction Conditions

Reaction Steps

2-(4-tert-Butoxycarbonylamino-benzoylamino)-3-{4-[5-(4-tert-butoxycarbonylamino-phenyl)-[1,2,4]oxadiazol-3-yl]-2-fluoro-phenyl}-propionic acid ethyl ester. EDCI (10 mg, 0.05 mmol) was added to a solution of 4-tert-butoxycarbonylamino-benzoic acid (12 mg, 0.05 mmol) in dry CH2Cl2 (5 mL). After the mixture was stirred for 0.5 hrs, 2-(4-tert-butoxycarbonylamino-benzoylamino)-3-[3-fluoro-4-(N-hydroxycarbamimidoyl)-phenyl]-propionic acid ethyl ester (25 mg) was added and the mixture was heated for another 1 hr at 120° C. in a sealed tube. The mixture was partitioned between EtOAc and water. The combined organic layers were washed with brine, dried over anhydrous Na2SO4, concentrated under reduced pressure, and purified by silica gel chromatography to give the title compound (3 mg) as a white solid.

Provenance & Evidence