2,6-Dichloro-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenol → HCID 68092147, compound

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Reaction Steps

Following general procedure D, 1-(6-bromo-4-((4-(pyrrolidin-1-ylmethyl)phenyl)amino)quinolin-3-yl)ethanone (42.4 mg, 0.10 mmol) was reacted with 2,6-dichloro-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenol (38.4 mg, 0.133 mmol) to afford the desired product (28.4 mg, 56%) as a yellow solid. 1H NMR (500 MHz, MeOD) δ 9.17 (s, 1H), 8.02-7.94 (m, 2H), 7.77 (s, 1H), 7.55 (d, J=8.4 Hz, 2H), 7.32 (d, J=8.4 Hz, 2H), 7.20 (s, 2H), 4.41 (s, 2H), 3.27 (br s, 4H), 2.78 (s, 3H), 2.07 (br s, 4H). ESI MS m/z 506 [C28H25Cl2N3O2+H]+; HPLC 95.1% (AUC), tR=10.81 min.

Provenance & Evidence