2-Chloro-6-methoxy-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenol → HCID 66716254, compound

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Reaction Steps

Following general procedure D, 1-(6-bromo-4-{4-[(dimethylamino)methyl]piperidin-1-yl}quinolin-3-yl)ethanone (17.7 mg, 0.045 mmol) was reacted with 2-chloro-6-methoxy-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenol (28 mg, 0.100 mmol) to afford the desired product (10.4 mg, 49%) as an off-white solid: 1H NMR (500 MHz, CD3OD) δ 8.76 (s, 1H), 8.32 (d, J=1.3 Hz, 1H), 8.07-7.97 (m, 2H), 7.31 (d, J=2.1 Hz, 1H), 7.25 (d, J=2.1 Hz, 1H), 4.00 (s, 3H), 3.48 (d, J=12.5 Hz, 2H), 3.16 (t, J=11.5 Hz, 2H), 2.68 (s, 3H), 2.43 (d, J=6.6 Hz, 2H), 2.36 (s, 6H), 2.01-1.85 (m, 3H), 1.67-1.54 (m, 2H); ESI MS m/z 468 [C26H30ClN3O3+H]+; HPLC>99% (AUC), tR=10.12 min.

Provenance & Evidence