2-Chloro-6-methoxy-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenol → HCID 178464126, compound

Participants

Reaction Steps

Following general procedure D, {6-bromo-4-[trans-4-(diethylamino)cyclohexylamino]quinolin-3-yl}(cyclopropyl)methanone (31 mg, 0.070 mmol) was reacted with 2-chloro-6-methoxy-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenol (43 mg, 0.015 mmol) to afford the desired product (19.7 mg, 54%) as an orange-brown solid: 1H NMR (500 MHz, CD3OD) δ 9.15 (s, 1H), 8.34 (d, J=1.8 Hz, 1H), 8.04 (dd, J=8.7, 1.9 Hz, 1H), 7.92 (d, J=8.7 Hz, 1H), 7.31 (d, J=2.1 Hz, 1H), 7.23 (d, J=2.0 Hz, 1H), 4.20 (s, 1H), 3.99 (s, 3H), 3.12 (q, J=7.2 Hz, 4H), 2.89-2.80 (m, 1H), 2.41 (d, J=10.4 Hz, 2H), 2.15 (d, J=9.8 Hz, 2H), 1.82-1.62 (m, 4H), 1.30 (t, J=7.3 Hz, 6H), 1.23-1.16 (m, 2H), 1.15-1.04 (m, 2H); ESI MS m/z 522 [C30H36ClN3O3+H]+; HPLC 98.5% (AUC), tR=11.05 min.

Provenance & Evidence