2-Chloro-6-fluoro-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenol → HCID 68091940, compound

Participants

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-chloro-6-fluoro-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenol (41 mg, 0.15 mmol) to afford the desired product (30.9 mg, 63%) as a yellow solid. 1H NMR (500 MHz, MeOD+TFA-d) δ 9.35 (s, 1H), 8.22 (dd, J=8.8, 1.9 Hz, 1H), 8.03 (d, J=8.8 Hz, 1H), 7.85 (d, J=1.9 Hz, 1H), 7.77-7.70 (m, 2H), 7.65-7.58 (m, 2H), 7.08 (dd, J=11.5, 2.1 Hz, 1H), 6.95 (s, J=2.1 Hz, 1H), 4.46 (s, 2H), 3.19 (t, J=7.2 Hz, 2H), 2.88 (s, 6H), 1.81 (h, J=7.4 Hz, 2H), 1.07 (t, J=7.4 Hz, 3H). ESI MS m/z 492 [C28H27ClFN3O2+H]+; HPLC>99% (AUC), tR=10.90 min.

Provenance & Evidence