2,6-Dichloro-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenol → HCID 178467085, compound

Participants

Reaction Steps

Following general procedure F, 1-{6-bromo-4-[trans-4-(dimethylamino)cyclohexylamino]quinolin-3-yl}ethanone (30 mg, 0.0.77 mmol) was reacted with 2,6-dichloro-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenol (44 mg, 0.154 mmol) to afford the desired product (29 mg, 80%) as a yellow solid: 1H NMR (500 MHz, CD3OD TFA-d) δ 9.13 (s, 1H), 8.48 (s, 1H), 8.30 (dd, J=8.7, 1.8 Hz, 1H), 8.00 (d, J=8.7 Hz, 1H), 7.77 (s, 2H), 4.66-4.62 (m, 1H), 3.50-3.46 (m, 1H), 2.91 (s, 6H), 2.75 (s, 3H), 2.59-2.55 (m, 2H), 2.34-2.30 (m, 2H), 1.92-1.84 (m, 4H); ESI MS m/z 472 [C25H27Cl2N3O2+H]+; HPLC 98.0% (AUC), tR=9.78 min.

Provenance & Evidence