反应详情

A solution of 2,6-dichloro-N3-((trans-4-methylcyclohexyl)methyl)pyridine-3,4-diamine (126 g, 0.386 mol) in triethylorthoformate (1.0 L) and acetic anhydride (1.0 L) was stirred at 90° C. for 3 h. The solution was concentrated in vacuo, and the residue was dissolved in DCM/10% NaOH (2.0 L/1.0 L). The organic layer was separated and concentrated. The crude product was purified by a silica gel column, eluting with DCM/petroleum ether (1:1), to give 4,6-dichloro-3-((trans-4-methylcyclohexyl)methyl)-3H-imidazo[4,5-c]pyridine. MS ESI calc'd. for C14H17Cl2N3 [M+H]+ 298. found 298. 1H NMR (400 MHz, CDCl3): 7.96 (s, 1H); 7.66 (m, 1H); 4.28-4.26 (d, 2H); 1.85-1.79 (m, 1H); 1.73-1.71 (d, 2H), 1.70-1.61 (d, 2H), 1.34-1.33 (m, 1H) 1.12-1.02 (m, 2H), 0.94-0.84 (m, 5H).

1. concentrationThe solution was concentrated in vacuo
2. dissolutionthe residue was dissolved in DCM/10% NaOH (2.0 L/1.0 L)
3. customThe organic layer was separated
4. concentrationconcentrated
5. customThe crude product was purified by a silica gel column
6. washeluting with DCM/petroleum ether (1:1)