2-amino-N,N-diethyl-5-[1-(3-hydroxypropyl)-1H-pyrazol-4-yl]benzamide → 3-amino-6-[1-(3-hydroxypropyl)-1H-pyrazol-4-yl]-N-methylpyridine-2-carboxamide

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Prepared analogously to Compound 3C replacing Compound 3D 3-amino-6-bromo-N-methylpyridine-2-carboxamide (Compound 6D 700 mg, 3 mmol) to isolate 386 mg of the title compound as a hygroscopic foam (46%). 1H NMR (400 MHz, CDCl3) δ 8.11 (br. s., 1H), 7.88 (s, 1H), 7.82 (s, 1H), 7.36 (d, J=8.3 Hz, 1H), 7.03 (d, J=8.3 Hz, 1H), 5.95 (br. s., 2H), 4.34 (t, J=6.4 Hz, 2H), 3.68 (q, J=5.8 Hz, 2H), 3.02 (d, J=5.01 Hz, 3H), 2.58 (t, J=5.7 Hz, 1H), 2.11 (td, J=6, 12.3 Hz, 2H).

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