HCID 86680626, compound → HCID 71547908, compound

Participants

Reaction Steps

To a stirred solution of 2-(1-(1H-imidazol-1-yl)ethyl)-5-(4-nitrophenyl)pyridine (255 mg, 0.86 mmol) in ethyl acetate (10 mL) was added 10% Pd/C (about 50 mg), under nitrogen. The reaction was stirred at rt for about 6 h under hydrogen. The reaction mixture was filtered through a Celite® bed and the filtrate was concentrated under vacuum to obtain crude product. The crude product was purified by prep TLC method using 3% methanol in DCM to provide 4-(6-(1-(1H-imidazol-1-yl)ethyl)pyridin-3-yl)aniline as off white solid (160 mg, 70% yield). 1H NMR (400 MHz, DMSO-d6): δ 8.71 (d, 1H), 7.87 (dd, 1H), 7.78 (s, 1H), 7.36 (d, 2H), 7.24 (s, 1H), 7.14 (d, 1H), 6.88 (s, 1H), 6.61 (t, 2H), 5.60-5.54 (m, 1H), 5.29 (s, 2H), 1.79 (d, 2H), LC-MS m/z calcd for [M+H]+ 265.14. found 265.4.

Provenance & Evidence