Morpholine → 6-(4-ethoxy-3-(trifluoromethyl)phenyl)-1-(2-morpholinoethyl)-1H-imidazo[4,5-c]pyridine-4-carbonitrile

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Reaction Conditions

Reaction Steps

1-(2-Bromo-ethyl)-6-(4-ethoxy-3-trifluoromethyl-phenyl)-1H-imidazo[4,5-c]pyridine-4-carbonitrile (92 mg, 0.21 mmol) was dissolved in DMF (2 ml) and morpholine (91 mg, 1.05 mmol) was added. The mixture was heated to 120° C. for 5 minutes in a Smith microwave. Mixture was diluted with methanol (5 ml) and passed through a 5 g SCX cartridge then eluted with 2M methanolic ammonia to afford 62 mg of 6-(4-ethoxy-3-trifluoromethyl-phenyl)-1-(2-morpholin-4-yl-ethyl)-1H-imidazo[4,5-c]pyridine-4-carbonitrile as a clear oil. 1H NMR (CDCl3) δ 8.26-8.15 (m, 3H), 7.87 (s, 1H), 7.08 (d, 1H), 4.35 (t, 2H), 4.20 (q, 2H), 3.69 (m, 4H), 2.82 (t, 2H), 2.52 (m, 4H), 1.48 (t, 3H). MS m/z 446.4 (M+1).

Provenance & Evidence