1-Methylpiperazine → HCID 71534657, 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 1-methylpiperazine (available from Aldrich Chemical Company, Inc.; 62 mg, 0.62 mmol). The resulting ester was hydrolyzed and the acid was purified using HPLC Purification Conditions B to give 4-[4-(3,4-dichloro-phenyl)-thiazol-2-yl]-4′-(4-methyl-piperazine-1-carbonyl)-biphenyl-2-carboxylic acid (86 mg, 75%). 1H NMR (400 MHz, DMSO-d6) δ ppm 13.20 (br s, 1H), 9.97 (br s, 1H), 8.47 (s, 1H), 8.39 (s, 1H), 8.34 (s, 1H), 8.26 (d, J=8.3 Hz, 1H), 8.09 (d, J=8.3 Hz, 1H), 7.77 (d, J=8.5 Hz, 1H), 7.59 (d, J=8.0 Hz, 1H), 7.48-7.57 (m, 4H), 3.25-3.44 (m, 8H), 2.81 (br s, 3H).

Provenance & Evidence