2,6-Dichloro-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenol → HCID 68091941, compound

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Reaction Steps

Following general procedure D, 1-(6-bromo-4-((4-((dimethylamino)methyl)phenyl)amino)quinolin-3-yl)butan-1-one (43 mg, 0.10 mmol) was reacted with 2,6-dichloro-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenol (47 mg, 0.16 mmol) to afford the desired product (21.8 mg, 43%) as a yellow solid. 1H NMR (500 MHz, MeOD) δ 9.12 (s, 1H), 7.97-7.87 (m, 2H), 7.73 (d, J=1.8 Hz, 1H), 7.46-7.39 (m, 2H), 7.26-7.19 (m, 2H), 7.10 (s, 2H), 3.80 (s, 2H), 3.17 (t, J=7.3 Hz, 2H), 2.39 (s, 6H), 1.81 (h, J=7.4 Hz, 2H), 1.05 (t, J=7.4 Hz, 3H). ESI MS m/z 508 [C28H27Cl2N3O2+H]+; HPLC 99% (AUC), tR=11.22 min.

Provenance & Evidence