Hydrochloric Acid → HCID 86714630, compound

Participants

Reaction Steps

Ethyl 1-(2,2-difluoroethyl)-2-methyl-1H-imidazole-4-carboxylate (1.375 mmol, 300 mg) was dissolved in methanol (0.5 ml) and THF (4 ml). NaOH 2 M (4.12 mmol, 2.062 ml) was added and the resulting mixture was stirred for 2.5 h at RT. The pH of the mixture was adjusted to about 6 with 5 M HCl and the solvents were evaporated. Ethanol was added and filtered. The filtrate was evaporated. 176 mg of the title compound was obtained. The two isomers formed in the previous reaction were still present. Isomer 1: 1H-NMR (400 MHz, DMSO-d6): δ 2.25 (s, 3H), 4.67-4.80 (m, 2H), 6.09-6.44 (m, 1H), 6.94 (s, 1H). Isomer 2: 1H-NMR (400 MHz, DMSO-d6): δ 2.27 (s, 3H), 4.32-4.44 (m, 2H), 6.17-6.47 (m, 1H), 7.15 (s, 1H).

Provenance & Evidence