反应详情

To a solution of 138 mg (0.32 mmol) of tert-butyl 3-(4-(5-(5,6-dichloropyridin-3-yl)-1,2,4-oxadiazol-3-yl)-3-methylphenyl)propanoate and 36.5 μL (0.48 mmol) of 2-propanol in 10 mL of THF was added 477 μL (0.48 mmol) of sodium bis(trimethylsilyl)amide (1.0 M in THF). The mixture was refluxed overnight, cooled to rt and concentrated. Chromatography on a Biotage 40S cartridge using 1:19 v/v EtOAc/hexanes as the eluant gave 106 mg of the title compound: 1H NMR (500 MHz, CDCl3) δ 1.43 (s, 9H), 1.44 (d, J=6.2, 6H), 2.58 (t, J=7.8, 2H), 2.65 (s, 3H), 2.95 (t, J=7.7, 2H), 5.49 (m, 1H), 7.17-7.18 (m, 2H), 8.00 (d, J=8.4, 1H), 8.38 (d, J=2.0, 1H), 8.86 (d, J=2.3, 1H).

1. temperatureThe mixture was refluxed overnight
2. concentrationconcentrated