Diisopropylethylamine → HCID 178432870, compound

Participants

Reaction Steps

A mixture of {[4-chloro-2-fluoro-3-(phenyloxy)phenyl]methyl}amine (0.021 g, 0.083 mmol), 4-chloro-2-methyl-1H-imidazole-5-carboxylic acid (0.013 g, 0.083 mmol), HATU (0.038 g, 0.100 mmol) and DIPEA (0.017 mL, 0.100 mmol) in DMF (1 mL) was stirred at room temperature overnight. The crude reaction mixture was purified by reverse phase HPLC (acetonitrile:water with 0.1% TFA). The fractions containing product were lyophilized to give 4-chloro-N-{[4-chloro-2-fluoro-3-(phenyloxy)phenyl]methyl}-2-methyl-1H-imidazole-5-carboxamide (0.0077 g, 18%) (trifluoroacetate salt) as a white solid. 1H NMR (400 MHz, DMSO-d6) d ppm 8.05-8.18 (m, 1H), 7.41-7.48 (m, 1H), 7.34 (t, 2H), 7.27 (t, 1H), 7.08 (t, 1H), 6.87 (d, 2 H), 4.49 (d, 2H), 2.24 (s, 3H). ES MS: m/z 394 (M+1).

Provenance & Evidence