3-Chloro-4-hydroxyphenylboronic Acid → HCID 178519800, compound

Participants

Reaction Steps

Following general procedure D, {6-bromo-4-[trans-4-(pyrrolidin-1-yl)cyclohexylamino]quinolin-3-yl}(cyclopropyl)methanone (24 mg, 0.054 mmol) was reacted with 3-chloro-4-hydroxyphenylboronic acid (26 mg, 0.150 mmol) to afford the desired product (22 mg, 83%) as a brown solid: 1H NMR (300 MHz, CD3OD) δ 9.14 (s, 1H), 8.34 (s, 1H), 8.01 (dd, J=8.8, 1.8 Hz, 1H), 7.92 (d, J=8.7 Hz, 1H), 7.70 (d, J=2.2 Hz, 1H), 7.52 (dd, J=8.5, 2.3 Hz, 1H), 7.06 (d, J=8.5 Hz, 1H), 4.18 (s, 1H), 3.24 (s, 4H), 3.07 (s, 1H), 2.90-2.78 (m, 1H), 2.34 (d, J=14.5 Hz, 4H), 2.02 (s, 4H), 1.73-1.51 (m, 4H), 1.26-1.15 (m, 2H), 1.15-1.02 (m, 21-1); ESI MS m/z 490 [C29H32ClN3O2+H]+; HPLC 98.9% (AUC), tR=10.90 min.

Provenance & Evidence