2,6-Dichloro-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenol → HCID 66716612, compound

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Reaction Steps

Following general procedure D, (6-bromo-4-(1-(1-methylpiperidin-4-yl)-1H-pyrazol-4-ylamino) quinoline-3-yl)(cyclopropyl)methanone (50 mg, 0.11 mmol) was reacted with 2,6-dichloro-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenol (49 mg, 0.17 mmol) to afford the desired product (36 mg, 63%) as a yellow solid: 1H NMR (500 MHz, CD3OD+TFA-d) δ 9.45 (s, 1H), 8.23 (d, J=9.0 Hz, 1H), 8.01 (d, J=9.2 Hz, 2H), 7.68 (s, 1H), 7.40 (s, 1H), 4.62 (m, 1H), 3.68 (d, J=12.8 Hz, 2H), 3.41 (m, 1H), 3.25 (m, 2H), 2.94 (s, 3H), 2.37 (m, 3H), 1.22 (m, 3H); ESI MS m/z 536 [C28H27Cl2N5O2+H]+; HPLC 98.4% (AUC), tR=10.57 min.

Provenance & Evidence