Benzylamine → HCID 71534958, compound

Participants

Reaction Steps

Using the conditions of General Procedure E for Amide Coupling in Parallel Mode, 4-[4-(3,4-dichloro-phenyl)-thiazol-2-yl]-biphenyl-2,4′-dicarboxylic acid 2-methyl ester (which may be prepared as described for Intermediate 8; 100 mg, 0.21 mmol) was reacted with benzylamine (available from Aldrich Chemical Company, Inc.; 66 mg, 0.62 mmol). The resulting ester was hydrolyzed and the acid was purified using HPLC Purification Conditions B to give 4′-benzylcarbamoyl-4-[4-(3,4-dichloro-phenyl)-thiazol-2-yl]-biphenyl-2-carboxylic acid (73 mg, 64%). 1H NMR (400 MHz, DMSO-d6) δ ppm 13.23 (br s, 1H), 9.15 (t, J=6.0 Hz, 1H), 8.48 (s, 1H), 8.39 (d, J=1.8 Hz, 1H), 8.34 (d, J=2.0 Hz, 1H), 8.24 (dd, J=8.0, 1.8 Hz, 1H), 8.10 (dd, J=8.5, 2.0 Hz, 1H), 7.97 (d, J=8.3 Hz, 2H), 7.77 (d, J=8.5 Hz, 1H), 7.59 (d, J=8.0 Hz, 1H), 7.50 (d, J=8.3 Hz, 2H), 7.34 (d, J=4.3 Hz, 4H), 7.21-7.29 (m, 1H), 4.52 (d, J=6.0 Hz, 2H).

Provenance & Evidence