1,1'-Carbonyldiimidazole → HCID 72189375, 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-methylbenzohydrazide (Step A, 108 mg, 0.145 mmol) was dissolved in THF (1.5 mL) and treated with N,N-carbonyldiimidazole (70.5 mg, 0.435 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. LCMS (M+H)+: 772.5. 1H NMR (CDCl3, 500 MHz): δ 9.09 (s, 1H), 8.22 (m, 2H), 7.88 (s, 1H), 7.78 (s, 1H), 7.72 (s+d, 3H), 7.48 (d, 1H), 7.35 (d, 1H), 5.63 (d, 1H), 4.75 (d, 1H), 4.33 (m, 1H), 4.01 (m, s, 4H), 3.86 (m, 4H), 3.81 (m, 4H), 2.38 (s, 3H), 0.73 (d, 3H). RTA IC50: 29 nM.

Provenance & Evidence