1,1'-Carbonyldiimidazole → HCID 72189071, compound

Participants

Reaction Steps

4-{5-[4-({(4S,5R)-5-[3,5-Bis(trifluoromethyl)phenyl]-4-methyl-2-oxo-1,3-oxazolidin-3-yl}methyl)-2-(morpholin-4-yl)pyrimidin-5-yl]-6-methoxypyridin-3-yl}-3,5-dimethylbenzohydrazide (Step A, 45.4 mg, 0.060 mmol) was dissolved in THF (600 μl) and treated with N,N-carbonyldiimidazole (58.6 mg, 0.361 mmol). The reaction was stirred at room temperature overnight. The reaction was purified directly by silica gel chromatography, eluting with a gradient of 25-100% ethyl acetate/hexanes to give the title compound. 1H NMR (CDCl3, 500 MHz): δ 8.97 (s, 1H), 8.17 (s, 1H), 8.02 (d, 1H), 7.89 (s, 1H), 7.73 (s, 2H), 7.62 (d, 2H), 7.29 (d, 1H), 5.67 (d, 1H), 4.72 (d, 1H), 4.35 (m, 1H), 4.01 (m, s, 4H), 3.86 (m, 4H), 3.80 (m, 4H), 2.16 (s, 3H), 2.14 (s, 3H), 0.73 (d, 3H). RTA IC50: 10 nM.

Provenance & Evidence