1,8-Diazabicyclo(5.4.0)undec-7-ene → HCID 56646359, compound

Participants

Reaction Conditions

Reaction Steps

To the solution of compound N-(4-chloro-5-fluoro-2-(methylamino) phenyl)-4-(tri-fluoromethyl) nicotinamide (0.1 g, 0.0028 mol) in DMA (5 ml) was added DBU (0.05 g, 0.0037 mol). Reaction mixture was heated at 140° C. for 24 h. Reaction mass was quenched with ice water and layers were separated. The aqueous layer was extracted with EtOAc (3×10 ml). The combined organic extracts were washed with brine dried over Na2SO4 and concentrated to get crude product which was purified by column chromatography to provide 6-chloro-5-fluoro-1-methyl-2-[4-(trifluoromethyl)pyridin-3-yl]-1H-benzimidazole 335; as a white colored solid. 1H NMR (400 MHz, DMSO-d6), δ: 9.11-9.09 (d, J=5.2 Hz, 1H), 9.03 (s, 1H), 8.07-8.04 (m, 2H), 7.82-7.79 (d, J=10 Hz, 1H), 3.65 (s, 3H). MS (M+1): 330.12, Purity 99.52%.

Provenance & Evidence