2-Aminothiazole → HCID 24960867, compound

Participants

Reaction Steps

To a mixture of 2-(2,4-Difluoro-phenoxy)-2-(4-methanesulfonyl-phenyl)-propionic acid (0.184 g, 0.52 mmol), 2-aminothiazole (0.59 g, 0.60 mmol) HOBt (0.070 g, 0.52 mmol), and EDCI 0.10 g, 0.52 mmol) in methylene dichloride (10 ml) was added triethyl amine (0.06 g, 0.59 mmol). The resulting mixture was stirred at room temperature for overnight followed by dilution with 10 ml methylene dichloride. The reaction mixture was poured onto water (20 ml), and organic layer separated, washed with water (2×20 ml), brine (20 ml), dried over sodium sulfate and solvent evaporated to get residue which was purified by preparative TLC using 50% ethyl acetate in hexane as mobile phase to give the desired compound (0.12 g). 1H NMR (400 MHz, CDCl3): δ 1.90 (s, 3H), 3.08 (s, 3H), 6.64-6.71 (m, 2H), 6.94 (m, 1H), 7.05 (d, J=3.6 Hz, 1H), 7.51 (d, J=3.6 Hz, 1H), 7.86 (d, J=8.4 Hz, 2H), 8.01 (d, J=8.4 Hz, 2H), 10.20 (s, 1H); MS (EI) m/z: 439.00 (M+1); mp: 89-90° C.

Provenance & Evidence