2-(Pyridin-3-yl)ethan-1-amine → HCID 71538601, 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 3-(2-aminoethyl)pyridine (available from Aldrich Chemical Company, Inc.; 76 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′-(2-pyridin-3-yl-ethylcarbamoyl)-biphenyl-2-carboxylic acid (129 mg, 109%). 1H NMR (400 MHz, DMSO-d6) δ ppm 13.14 (br s, 1H), 8.63 (t, J=5.5 Hz, 1H), 8.57 (s, 1H), 8.51 (d, J=4.3 Hz, 1H), 8.47 (s, 1H), 8.39 (d, J=1.8 Hz, 1H), 8.33 (d, J=2.0 Hz, 1H), 8.24 (dd, J=8.0, 2.0 Hz, 1H), 8.09 (dd, J=8.4, 1.9 Hz, 1H), 7.83-7.90 (m, 3H), 7.76 (d, J=8.3 Hz, 1H), 7.58 (d, J=8.3 Hz, 1H), 7.45-7.52 (m, 3H), 3.58 (q, J=6.6 Hz, 2H), 2.95 (t, J=6.9 Hz, 7H).

Provenance & Evidence