3-(4-Bromo-3-chloro-pyrazol-1-yl)-propan-1-ol → 3-amino-6-[3-chloro-1-(3-hydroxypropyl)-1H-pyrazol-4-yl]-N-methylpyridine-2-carboxamide

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Reaction Steps

Prepared analogously to Compound 3C using 3-amino-N-methyl-6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine-2-carboxamide (Compound 48D, 631.2 mg, 2.28 mmol) and 3-(4-bromo-3-chloro-pyrazol-1-yl)-propan-1-ol (Compound 49E, 600 mg, 2.51 mmol) to afford 365 mg of the title compound 52%. 1H NMR (400 MHz, CD3OD) δ 8.27 (s, 1H), 7.73 (d, J=8.8 Hz, 1H), 7.18 (d, J=8.8 Hz, 1H), 4.23 (t, J=6.9 Hz, 2H), 3.56 (t, J=6.1 Hz, 2H), 2.94 (s, 3H), 2.07 (t, J=6.4 Hz, 2H). MS (ESI): m/z=310.20/312.23 [M+H]+. UPLC: tR=min (UPLC-TOF: polar—2 min).

Provenance & Evidence