Sodium Nitrite → HCID 178432129, compound

Participants

Reaction Steps

6-(4-{[4-(2-methyl-1H-benzimidazol-1-yl)piperidin-1-yl]methyl}phenyl)-5-phenylpyridine-2,3-diamine (4-4, 0.052 g, 0.106 mmol) was dissolved in 1 ml HOAc. NaNO2 (0.008 g, 0.117 mmol) was added. After 1 h the reaction was concentrated in vacuo and diluted with saturated aqueous NaHCO3. The mixture was extracted 3× with DCM. The combined extracts were dried over Na2SO4, filtered and concentrated to afford pure 5-(4-{[4-(2-methyl-1H-benzimidazol-1-yl)piperidin-1-yl]methyl}phenyl)-6-phenyl-1H-[1,2,3]triazolo[4,5-b]pyridine (5-1). 1H NMR (CDCl3) δ 8.42 (s, 1H), 7.73 (m, 1H), 7.59 (m, 1H), 7.38 (d, 2H, J=8.0 Hz), 7.31 (m, 4H), 7.22 (m, 4H), 4.19 (m, 1H), 3.64 (s, 2H), 3.10 (d, 2H, J=12.0 Hz), 2.67 (s, 3H), 2.59 (m, 2H), 2.20 (t, 2H, J=11.6 Hz), 1.86 (d, 2H, J=10.0 Hz). MS m/z (M+H)=500.22.

Provenance & Evidence