1-(1H-imidazole-1-carboximidoyl)-1H-imidazole → HCID 178509125, compound

Participants

Reaction Conditions

Reaction Steps

To 5-hydrazino-3-phenyl-2-(4-{[4-(5-pyridin-2-yl-1H-1,2,4-triazol-3-yl)piperidin-1-yl]methyl}phenyl)-1,6-naphthyridine (I-3) (70 mg, 0.126 mmol) in DMF (1.5 mL) was added literature known 1,1-di-1H-imidazol-1-ylmethanimine (102 mg, 0.633 mmol). The reaction mixture was stirred at 85° C. for 4 hours, concentrated in vacuo, and chromatographed to furnish the desired 9-phenyl-8-(4-{[40(5-pyridin-2-yl-1H-1,2,4-triazol-3-yl)piperidin-1-yl]methyl}phenyl}[1,2,4]triazolo[3,4-f]-1,6-naphthyridin-3-amine (1-4) (46 mg) as its trifluoroacetic acid salt. 1H NMR: (500 MHz, CDCl3) δ 8.76 (s, 1H), 8.74 (d, J=4.3 Hz, 1H), 8.29-8.27 (m, 2H), 8.19 (m, 1H), 7.67 (m, 1H), 7.54-7.53 (m, 2H), 7.48-7.46 (m, 2H), 7.47 (d, J=7.7 Hz, 1H), 7.34-7.26 (m, 5H), 4.43 (s, 2H), 3.65 (br d, J=10.9 Hz, 2H), 3.46 (br s, 1H), 3.27-3.19 (m, 2H), 2.50-2.42 (m, 2H), 2.10-2.06 (m, 2H).

Provenance & Evidence