2-Chloro-6-fluoro-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenol → HCID 66716507, compound

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Reaction Steps

Following general procedure D, (6-bromo-4-(1-(1-methylpiperidin-4-yl)-1H-pyrazol-4-ylamino)quinolin-3-yl)(cyclopropyl)methanone (50 mg, 0.11 mmol) was reacted with 2-chloro-6-fluoro-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenol (47 mg, 0.17 mmol) to afford the desired product (35 mg, 59%) as a yellow-green solid: 1H NMR (500 MHz, CD3OD+TFA-d) δ 9.94 (s, 1H), 8.24 (m, 1H), 8.02 (m, 2H), 7.68 (s, 1H), 7.22 (s, 2H), 4.62 (t, J=5.3 Hz, 1H), 3.69 (d, J=12.7 Hz, 2H), 3.50 (s, 1H), 3.25 (m, 2H), 2.95 (s, 3H), 2.39 (m, 4H), 1.24 (m, 4H); ESI MS m/z 520 [C28H27ClFN5O2+H]+; HPLC 99.5% (AUC), tR=10.37 min.

Provenance & Evidence