3-{[3-(Aminomethyl)-6-chloro-2-fluorophenyl]oxy}-5-chlorobenzonitrile → HCID 178433280, compound

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Reaction Steps

The procedure and process are similar to that described herein except that 5-methyl-1-({[2-(trimethylsilyl)ethyl]oxy}methyl)-1H-imidazole-4-carboxylic acid (0.077 g, 0.30 mmol) and 3-{[3-(aminomethyl)-6-chloro-2-fluorophenyl]oxy}-5-chlorobenzonitrile (0.093 g, 0.30 mmol) were employed to provide the title compound (0.32 g, 25% overall) as a white solid after deprotection and purification by Reverse-Phase HPLC (water:acetonitrile with 0.1% NH4OH. 1H NMR (400 MHz, DMSO-d6) δ ppm 12.29 (br. s., 1H), 8.43 (t, J=5.84 Hz, 1H), 7.82 (s, 1H), 7.57 (s, 1H), 7.44-7.54 (m, 3H), 7.32 (t, J=7.83 Hz, 1H), 4.45 (d, J=6.04 Hz, 2H), 2.43 (s, 3H). ES-LCMS: m/z 419.0, 421.0 (M+1).

Provenance & Evidence