Trifluoroacetic acid → HCID 118021411, compound

Participants

Reaction Steps

A solution of TFA (0.095 mL, 1.240 mmol) and tert-butyl 4-[2′-({(4S,5R)-5-[3,5-bis(trifluoromethyl)phenyl]-4-methyl-2-oxo-1,3-oxazolidin-3-yl}methyl)-2-methoxy-6′-(morpholin-4-yl)-3,3′-bipyridin-5-yl]-3,5-dimethylbenzoate (EXAMPLE 55, 44 mg, 0.055 mmol) in CH2Cl2 (0.5 mL) was stirred at room temperature overnight, after which time TLC and LCMS showed the reaction to be complete. After solvent was removed in vacuo, the crude was dissolved in CH3CN and purified by reverse phase HPLC (C18 stationary phase, using a gradient from 10-100% CH3CN/water (modified with 0.05% TFA) to give the titled compound (33 mg, 0.038 mmol, 70% yield) as white solid after lyophilization. LCMS (M+H)+: 731.0. 1H NMR (CD3OD, 500 MHz): δ 8.18 (d, 1H), 7.99 (s, 1H), 7.97 (s, 1H), 7.91 (d, 1H), 7.89 (s, 2H), 7.63 (d, 1H), 7.51 (d, 1H), 7.38 (d, 1H), 6.88 (d, 1H), 5.79 (d, 1H), 4.73 (d, 1H), 4.20-4.31 (m, 1H), 4.03-4.17 (m, 1H), 3.99 (s, 3H), 3.83 (t, 4H), 3.60 (t, 4H), 2.38 (s, 3H), 0.66 (brd, 3H). RTA IC50: 9 nM.

Provenance & Evidence