Water → HCID 178437446, compound

Participants

Reaction Conditions

Reaction Steps

To neat 5-Cyano-2-ethyl-7-methyl-3-(2'-(tetrazol-5-yl)biphen-4-yl)methyl-3H-imidazo[4,5-b]pyridine (20 mg) at RT was added H2SO4 (0.5 mL) and water (0.25 mL). The mixture was heated to 100° C. for 3 hours, cooled to 0° C., then made basic by the addition of NH4OH. After adding methanol (5 mL), the mixture was filtered, concentrated, and purified (SiO2, 60:40:1 CH2Cl2 --CH3OH--NH4OH) to give 17 mg of the title compound as a solid. FAB MS (M+ +1)=440; 1H NMR (300 MHz, CD3OD) δ7.90 (s, 1H), 7.56-7.39 (m, 4H), 7.05 (apparent s, 4H), 5.62 (s, 2H), 2.86 (q, 2H, J=7.5 Hz), 2.67 (s, 3H), 1.26 (t, 3H, J=7.5 Hz).

Provenance & Evidence