8-Hydroxyquinoline → HCID 54767062, compound

Participants

Reaction Steps

The synthesis of B14 was accomplished following the procedure outlined for B1 using 8-hydroxyquinoline (0.12 g, 0.8 mmol), 4-bromomethylphenyl boronic acid pinacol ester (0.26 g, 0.88 mmol), and K2CO3 (0.33 g, 2.4 mmol) in 10 mL of acetonitrile affording B14 in 22% yield (0.06 g, 0.17 mmol). 1H NMR (400 MHz, CDCl3) δ=8.96 (dd, Jj=4.4 Hz, J2=1.2 Hz, 1H), 8.09 (dd, J1=8.4 Hz, J2=1.6 Hz, 1H), 7.79 (d, J=7.6 Hz, 2H), 7.49 (d, J=7.6 Hz, 2H), 7.40 (dd, J1=8 Hz, J2=4 Hz, 1H) 7.34-7.28 (m, 2H), 6.95 (dd, 7.79 J1=7.2 Hz, J2=1.6 Hz, 1H), 5.47 (s, 2H), 1.31 (s, 12H). 13C NMR (100 MHz, CDCl3) δ=154.38, 149.60, 140.69, 140.42, 136.13, 135.32, 129.70. 126.77, 126.26, 121.84, 120.11, 110.25, 84.01, 70.87, 25.08. ESI-MS(+): m/z 362.02 [M+H]+.

Provenance & Evidence