Potassium Carbonate → N-((S)-1-(3-(3-Chloro-4-cyanophenyl)-1H-pyrazol-1-yl)propan-2-yl)-1-((S)-2-hydroxypropyl)-2-methyl-1H-imidazole-4-carboxamide

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Reaction Steps

(S)—N-(1-(3-(3-Chloro-4-cyanophenyl)-1H-pyrazol-1-yl)propan-2-yl)-2-methyl-1H-imidazole-4-carboxamide (0.271 mmol, 100 mg) and potassium carbonate (2.71 mmol, 375 mg) were dissolved in dry DMF (3 ml) under nitrogen atmosphere. (S)-2-methyl-oxirane (0.298 mmol, 0.021 ml) was added and the resulting mixture was stirred for 2.5 h at RT. The mixture was heated to 60° C. for two days during which more (S)-2-methyloxirane (0.252 ml) was added. The solvent was evaporated and the residue was purified by flash chromatography. 63 mg of the title compound was obtained. 1H-NMR (400 MHz, DMSO-d6): δ 1.05 (d, 3H), 1.07 (d, 3H), 2.34 (s, 3H), 3.67-3.93 (m, 3H), 4.20-4.50 (m, 3H), 4.92 (bs, 1H), 6.95 (d, 1H), 7.47 (s, 1H), 7.83 (d, 1H), 7.98-8.00 (m, 2H), 8.04 (d, 1H), 8.11-8.12 (m, 1H).

Provenance & Evidence