Ammonium formate → 4-(2-Ethyl-4,5,6,7-tetrahydro-2h-indazol-3-yl)piperidine

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Reaction Conditions

Reaction Steps

A mixture of 0.273 g 4-(2-ethyl-4,5,6,7-tetrahydro-2H-indazol-3-yl)-1-benzylpiperidine from Step B above, 0.789 g ammonium formate, and 35 mg 20% Pd(OH)2 in 6 mL MeOH was heated at 65° C. for 1 hour. Basic aqueous work-up with ether extraction provided 0.192 g title compound as a colorless solid (97%). 1H NMR (500 MHz) δ 4.08 (q, 7.2 Hz, 2H), 3.19 (br d, 11.9 Hz, 2H), 2.71˜2.77 (m, 1H), 2.68˜2.74 (m, 2H), 2.64˜2.66 (m, 2H), 2.60˜2.62 (m, 2H), 1.82˜1.91 (m, 2H), 1.71˜1.80 (m, 6H), 1.40 (t, 7.2 Hz, 3H). The identity of the title compound was confirmed again by NOE difference spectroscopy.

Provenance & Evidence