Iodoethane → HCID 178471799, compound

Participants

Reaction Steps

Ethyl [trans-4-({[2-({(4S,5R)-5-[3,5-bis(trifluoromethyl)phenyl]-4-methyl-2-oxo-1,3-oxazolidin-3-yl}methyl)-4-(trifluoromethoxy)phenyl]amino}carbonyl)cyclohexyl]acetate (637 mg; 0-913 mmol) was treated with sodium hydride (60% in oil; 40 mg; 1.0 mmol) and iodoethane (110 mL; 1.37 mmol) as described in EXAMPLE 86 to afford ethyl (trans-4-{[[2-({(4S,5R)-5-[3,5-bis(trifluoromethyl)phenyl]-4-methyl-2-oxo-1,3-oxazolidin-3-yl}methyl)-4-(trifluoromethoxy)phenyl](ethyl)amino]carbonyl}cyclohexyl)acetate as a yellow oil. LCMS=727.0 (M+1)+. 1H NMR (CDCl3, 500 MHz, mixture of atropisomers): δ 7.92 (s, 1 H), 7.80 (s, 1 H), 7.74 (s, 1 U), 7.28-7.22 (m, 1 H), 7.19-7.16 (m, 1 H), 7.14-7.11 (m, 1 H), 5.66 (d, J=8.0 Hz, 1 H), 4.92 (d, J=14.9 Hz, 1 H), 4.25 (d, J=16.9 Hz, 1 H), 4.23-4.05 (m, 4 H), 3.54-3.46 (m, 1 H), 3.08-3.00 (m, 1 H), 2.66-2.58 (m, 1 H), 2.22-2.18 (m, 1 H), 2.09-2.06 (m, 1 H), 1.92-1.52 (m, 6 H), 1.26-1.12 (m, 7 H), 0.81-0.66 (m, 4 H).

Provenance & Evidence