反应详情

温度

80 °C

To a vacuum dried flask charged with argon were added ethyl ((1 S)-5-{2-[2-(4-bromophenyl)-5-methyl-1,3-oxazol-4-yl]ethoxy}-2,3-dihydro-1H-inden-1-yl )acetate (0.1 g, 0.2 mmol), sodium t-butoxide (0.03 g, 0.3 mmol), 1,1′-biphenyl-2-yl[di(tert-butyl)]phosphine (0.012 g, 0.04 mmol), morpholine (0.022 g, 0.25 mmol), Pd2(dba)3 (0.019 g, 0.02 mmol), and toluene (1 mL). The reaction was degassed by bubbling argon through the flask for 15 minutes. The reaction was stirred at 80° C. for 16 h, then was cooled to rt and filtered through a silica gel plug. The filtrate was evaporated under vacuum and the residue was purified by HPLC to obtain ethyl [(1S)-5-(2-{5-methyl-2-[4-(4-morpholinyl)phenyl]-1,3-oxazol-4-yl}ethoxy)-2,3-dihydro-1H-inden-1-yl]acetate (0.06 g, 0.1 mmol) in 60% yield. 1H NMR ( CDCl3) δ 1.3 (m, 3H), 1.7 (m, 1H), 2.4 (m, 5H), 2.8 (m, 3H), 3.0 (m, 2H), 3.3 (m, 4H), 3.5 (m, 1H), 3.9 (m, 4H), 4.2 (m, 4H), 6.7 (m, 2H), 6.9 (d, 2H), 7.1 (d, 1H), 7.9 (m, 2H); MS (ES) 491 (M+1)+.

1. customTo a vacuum dried flask
2. additioncharged with argon
3. customThe reaction was degassed
4. customby bubbling argon through the flask for 15 minutes
5. temperaturewas cooled to rt
6. filtrationfiltered through a silica gel plug
7. customThe filtrate was evaporated under vacuum
8. customthe residue was purified by HPLC