反应详情

温度

80 °C

To a solution (4S,5R)-3-[(4-amino-4′-fluoro-5′-isopropyl-2′-methoxybiphenyl-2-yl)methyl]-5-[3,5-bis(trifluoromethyl)phenyl]-4-methyl-1,3-oxazolidin-2-one (526 mg, 0.90 mmol) in bromoform (2.5 mL) was added tert-butyl nitrite (186 mg, 1.80 mmol). The resulting mixture was stirred at 80° C. for 20 min. An aliquot indicated completion of the reaction. The reaction crude was purified silica gel to afford the title compound as a yellow glass. LC-MS: 650.09 (M+1)+. 1H NMR (CDCl3, 500 MHz) δ 1:1 mixture of rotamers δ 7.85 (s, 1 H), 7.69 (s, 2 H), 7.60 (s, 0.5 H), 7.48-7.53 (m, 1.5H), 7.07-7.11 (m, 1 H), 6.93-6.99 (m, 1 H), 6.62-6.67 (m, 1H), 5.59 (d, J=8.0 Hz, 0.5H), 5.39 (d, J=7.0 Hz, 0.5H), 4.82 (d, J=6.5 Hz, 0.5H), 4.75 (d, J=6.5 Hz, 0.5 H), 3.98 (d, J=16.0 Hz, 0.5 H), 3.76-3.85 (m, 1.5 H), 3.75 (s, 1.5 H), 3.74 (s, 1.5 H), 3.13-3.23 (m, 1H), 1.13-1.29 (m, 6 H), 0.52 (d, J=6.5 Hz, 1.5H), 0.34 (d, J=7.0 Hz, 1.5 H).

1. customcompletion of the reaction
2. customThe reaction crude
3. customwas purified silica gel