2-Chloro-6-methoxy-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenol → HCID 178487416, compound

Participants

Reaction Steps

Following general procedure F, {6-bromo-4-[trans-4-(dimethylamino)cyclohexylamino]quinolin-3-yl}(cyclopropyl)methanone (50 mg, 0.120 mmol) was reacted with 2-chloro-6-methoxy-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenol (51 mg, 0.180 mmol) to afford the desired product (22 mg, 37%) as a yellow-green solid: 1H NMR (300 MHz, CD3OD) δ 9.18 (s, 1H), 8.36 (s, 1H), 8.09 (d, J=10.4 Hz, 1H), 7.94 (d, J=8.7 Hz, 1H), 7.33 (d, J=2.0 Hz, 1H), 7.25 (d, J=2.0 Hz, 1H), 4.24 (s, 1H), 3.99 (s, 3H), 3.35 (s, 1H), 2.86 (s, 7H), 2.46 (s, 2H), 2.21 (s, 2H), 1.73 (d, J=10.4 Hz, 4H), 1.28-1.06 (m, 4H); ESI MS m/z [C28H32ClN3O3+H]+; HPLC 97.5% (AUC), tR=10.92 min.

Provenance & Evidence