2,6-Dichloro-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenol → 1-(6-(3,5-Dichloro-4-hydroxyphenyl)-4-((4-((dimethylamino)methyl)phenyl)amino)quinolin-3-yl)propan-1-one

Participants

Reaction Steps

Following general procedure M, 1-(6-bromo-4-((4-((dimethylamino)methyl)phenyl)amino)quinolin-3-yl)propan-1-one (125 mg, 0.30 mmol) was reacted with 2,6-dichloro-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenol (96 mg, 0.33 mmol) to afford the desired product (113 mg, 76%) as a yellow solid. 1H NMR (500 MHz, DMSO-d6) δ 11.98 (s, 1H), 9.01 (s, 1H), 8.09-7.88 (m, 3H), 7.36 (s, 2H), 7.33-7.28 (m, 2H), 7.17-7.08 (m, 2H), 3.47 (s, 2H), 3.08 (q, J=7.1 Hz, 2H), 2.16 (s, 6H), 0.98 (t, J=7.1 Hz, 3H).

Provenance & Evidence