تفاعل #7354

معادلة التفاعل

45a

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

4-cyanophenylboronic acid

→

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

المردود 94.0%

ظروف التفاعل

الإجراء التجريبي

This compound was prepared from 45a using 4-cyanophenylboronic acid according to method P. Yellow solid; Yield: 94%; mp 324° C. (dec.); 1H-NMR (400 MHz, DMSO-d6) δ 6.93 (d, J=2.5 Hz, 1H), 7.09 (dd, J=8.8, 8.8 Hz, 1H), 7.54 (d, J=2.6 Hz, 1H), 7.81 (d, J=8.4 Hz, 2H), 8.03 (s, 1H), 8.04 (dd, J=8.5, 1.6 Hz, 1H), 8.09 (d, J=8.4 Hz, 2H), 8.17 (dd, J=12.9, 2.1 Hz, 1H), 10.32 (s, 2H); 19F-NMR (400 MHz, DMSO-d6) δ −136.43 (dd, J=13.0, 9.7 Hz); MS (ESI) m/z 389/391 ([M−H]−), 391/393 ([M+H]+); Anal. Calcd for C22H12ClFN2O2: C: 67.62, H: 3.09, N: 7.17. Found: C: 67.00, H: 3.74, N: 6.64.

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