2-Methoxy-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenol → HCID 66716220, compound

Participants

Reaction Steps

Following general procedure F, [6-bromo-4-(1-methylpiperidin-4-ylamino)quinolin-3-yl](cyclopropyl)methanone (47 mg, 0.121 mmol) was reacted with 2-methoxy-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenol (45 mg, 0.182 mmol) to afford the desired product (33 mg, 63%) as a yellow solid: 1H NMR (300 MHz, CD3OD) δ 9.17 (s, 1H), 8.33 (d, J=1.8 Hz, 1H), 8.05 (dd, J=8.7, 1.9 Hz, 1H), 7.92 (d, J=8.7 Hz, 1H), 7.27 (d, J=2.1 Hz, 1H), 7.19 (dd, J=8.2, 2.1 Hz, 1H), 6.94 (d, J=8.2 Hz, 1H), 4.36 (s, 1H), 3.97 (s, 3H), 3.34 (s, 1H), 3.08 (s, 2H), 2.94-2.82 (m, 1H), 2.65 (s, 2H), 2.53 (s, 3H), 2.28 (d, J=13.9 Hz, 2H), 1.89 (d, J=10.3 Hz, 2H), 1.26-1.17 (m, 2H), 1.17-1.08 (m, 2H); ESI MS m/z 432 [C26H29N3O3+H]+; HPLC (AUC), tR=9.78 min.

Provenance & Evidence