2-Amino-5-bromo-N-methylbenzamide → 2-amino-5-[1-(3-hydroxypropyl)-1H-pyrazol-4-yl]-N-methylbenzamide

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Reaction Steps

Prepared analogously to Compound 1D using 2-amino-5-bromo-n-methyl-benzamide (Compound 87D, 600 mg, 2.62 mmol) to afford 335 mg of the title compound (47%). 1H NMR (400 MHz, CD3OD) δ 7.86 (s, 1H), 7.76 (s, 1H), 7.62 (d, J=2.0 Hz, 1H), 7.38 (dd, J=2.0, 8.3 Hz, 1H), 6.77 (d, J=8.3 Hz, 1H), 4.25 (t, J=6.8 Hz, 2H), 3.54 (t, J=6.2 Hz, 2H), 2.89 (s, 3H), 2.06 (quin, J=6.5 Hz, 2H). MS (ESI): m/z 275.57 [M+H]+. UPLC: tR=0.55 min (UPLC-SQD: analytical—2 min).

Provenance & Evidence