تفاعل #7353

معادلة التفاعل

45a

4-Bromo-8-chloro-2-(3-fluoro-4-hydroxyphenyl)quinolin-6-ol

tributyl(vinyl)tin

→

8-Chloro-2-(3-fluoro-4-hydroxyphenyl)-4-vinylquinolin-6-ol

المردود 84.0%

ظروف التفاعل

المعالجة

1. 1
   أخرىat 90° C

الإجراء التجريبي

This compound was prepared from 45a based on method J using 1.1 equiv. of tributyl(vinyl)tin at 90° C. Red solid; Yield: 84%; mp 225° C. (dec.); 1H-NMR (400 MHz, DMSO-d6) δ 5.74 (dd, J=11.1, 1.0 Hz, 1H), 6.30 (dd, J=17.3, 1.1 Hz, 1H), 7.10 (dd, J=8.8, 8.8 Hz, 1H), 7.35 (d, J=2.6 Hz, 1H), 7.38 (dd, J=17.3, 11.1 Hz, 1H), 7.53 (d, J=2.5 Hz, 1H), 8.04 (dd, J=8.4, 1.7 Hz, 1H), 8.16 (dd, J=13.1, 2.1 Hz, 1H), 8.16 (s, 1H), 10.27 (s, 1H), 10.35 (s, 1H); 19F-NMR (400 MHz, DMSO-d6) δ −136.51 (dd, J=13.2, 9.3 Hz); MS (ESI) m/z 314/316 ([M−H]−), 316/318 ([M+H]+); Anal. Calcd for C17H11ClFNO2: C: 64.67, H: 3.51, N: 4.44. Found: C: 63.57, H: 3.61, N: 4.04.

المصدر