HCID 57546052, compound → HCID 25159651, compound

Participants

Reaction Steps

tert-Butyl 4-phenyl-4-(((5-(trifluoromethyl)-1H-indazol-7-yl)methoxy)methyl)piperidine-1-carboxylate (120 mg, 0.245 mmol) was dissolved in trifluoroacetic acid (25% in dichloromethane, 1 mL) and stirred at room temperature for 15 min. The reaction was concentrated and loaded onto a strong cation exchange cartridge in methanol. The cartridge was flushed with several volumes of methanol which were discarded. The product was eluted with 2 M ammonia in methanol and concentrated to give 71 mg (74%). 1H-NMR (CDCl3, 500 MHz) δ 8.04 (s, 1H), 7.92 (s, 1H), 7.45 (m, 2H), 7.32-7.42 (m, 3H), 7.26 (s, 1H), 4.70 (s, 2H), 3.57 (s, 2H), 2.90 (m, 2H), 2.76 (m, 2H), 2.20 (m, 2H), 1.86 (m, 2H); 13C-NMR (CDCl3, 126 MHz) δ 144.1, 139.6, 135.2, 129.0, 127.0, 126.9, 124.7 (q, J=272 Hz), 123.1 (q, J=33 Hz), 122.9, 121.9, 120.3, 118.4, 80.7, 71.8, 50.4, 42.6, 41.7, 33.8. Mass spec.: 390.08 (MH)+. Accurate mass spec.: m/z 390.1801 [MH]+, Δ=2.0 ppm.

Provenance & Evidence