2,6-Dichloro-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenol → HCID 178519799, compound

Participants

Reaction Steps

Following general procedure M, (6-bromo-4-((trans-4-((3-hydroxypyrrolidin-1-yl)methyl)cyclohexyl)amino)quinolin-3-yl)(cyclo propyl)methanone (47 mg, 0.10 mmol) was reacted with 2,6-dichloro-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenol (43 mg, 0.15 mmol) to afford the desired product (34 mg, 61%) as an off-white solid. 1H NMR (500 MHz, MeOD) δ 9.13 (s, 1H), 8.34 (d, J=2.0 Hz, 1H), 7.98 (dd, J=8.7, 2.0 Hz, 1H), 7.92-7.87 (m, 1H), 7.63 (s, 2H), 4.59-4.54 (m, 1H), 4.53-4.47 (m, 1H), 4.17-4.11 (m, 1H), 3.16-3.10 (m, 2H), 2.94 (d, J=7.0 Hz, 2H), 2.88-2.79 (m, 1H), 2.33 (d, J=12.9 Hz, 2H), 2.28-2.17 (m, 1H), 2.06-1.96 (m, 3H), 1.84 (br s, 1H), 1.59 (q, J=12.2 Hz, 2H), 1.31-1.06 (m, 6H). ESI MS m/z 554 [C30H33Cl2N3O3+H]+; HPLC>99% (AUC), tR=11.11 min.

Provenance & Evidence