2,6-Dichloro-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenol → HCID 178484823, compound

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Reaction Steps

Following general procedure F, {6-bromo-4-[1-(trans-4-(methylamino)cyclohexyl)-1H-pyrazol-4-ylamino]quinolin-3-yl}(cyclopropyl)methanone (60 mg, 0.128 mmol) was reacted with 2,6-dichloro-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenol (55 mg, 0.192 mmol) to afford the desired product (17 mg, 24%) as a light yellow solid: 1H NMR (500 MHz, DMSO-d6+TFA-d) δ 8.95-8.65 (br s, 1H), 8.63-8.51 (m, 1H), 8.40 (d, J=8.8 Hz, 1H), 8.06 (d, J=8.8 Hz, 1H), 8.02-7.97 (m, 1H), 7.54 (s, 1H), 4.26 (m, 1H), 3.11-3.02 (m, 1H), 2.60 (s, 3H), 2.20-2.08 (m, 4H), 1.88-1.76 (m, 2H), 1.58-1.46 (m, 2H), 1.00-0.76 (m, 4H); ESI MS m/z 550 [C29H29Cl2N5O2+H]+; HPLC 98.4% (AUC), tR=11.56 min.

Provenance & Evidence