2,6-Dichloro-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenol → HCID 178467077, compound

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Reaction Steps

Following general procedure M, 1-(6-bromo-4-((trans-4-(2-(dimethylamino)ethyl)cyclohexyl)amino)quinolin-3-yl)ethanone (63 mg, 0.15 mmol) was reacted with 2,6-dichloro-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenol (65 mg, 0.225 mmol) to afford the desired product (7.3 mg, 9.7%) as a yellow solid. NMR (500 MHz, DMSO) δ 10.69 (d, J=8.0 Hz, 1H), 8.92 (s, 1H), 8.27 (d, J=2.1 Hz, 1H), 8.01 (dd, J=8.6, 2.1 Hz, 1H), 7.82 (d, J=8.7 Hz, 1H), 7.66 (s, 2H), 4.21-4.12 (m, 1H), 2.65 (s, 3H), 2.48-2.41 (m, 2H), 2.28 (s, 3H), 2.23-2.16 (m, 2H), 1.88-1.81 (m, 2H), 1.51-1.38 (m, 5H), 1.23-1.12 (m, 2H). ESI MS m/z 500 [C27H31Cl2N3O2+H]+; HPLC>99% (AUC), tR=11.40 min.

Provenance & Evidence