2-Chloro-6-methoxy-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenol → HCID 178487420, compound

Participants

Reaction Steps

Following general procedure D, 1-{6-bromo-4-[trans-4-(dimethylamino)cyclohexylamino]quinolin-3-yl}-3-methylbutan-1-one (13 mg, 0.030 mmol) was reacted with 2-chloro-6-methoxy-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenol (21 mg, 0.075 mmol) to afford the desired product (8.8 mg, 58%) as a yellow solid: NMR (500 MHz, CD3OD) δ 8.94 (s, 1H), 8.35 (d, J=1.8 Hz, 1H), 8.03 (dd, J=8.7, 1.9 Hz, 1H), 7.90 (d, J=8.7 Hz, 1H), 7.29 (d, J=2.1 Hz, 1H), 7.22 (d, J=2.1 Hz, 1H), 4.24 (t, J=10.8 Hz, 1H), 3.99 (s, 3H), 2.94 (d, J=7.0 Hz, 2H), 2.82 (s, 1H), 2.53 (s, 6H), 2.42 (d, J=12.0 Hz, 2H), 2.33-2.21 (m, 1H), 2.14 (d, J=12.0 Hz, 2H), 1.72-1.53 (m, 4H), 1.03 (d, J=6.7 Hz, 6H); ESI MS m/z 510 [C29H36ClN3O3+H]+; HPLC>99% (AUC), tR=11.38 min.

Provenance & Evidence