HCID 57546251, compound → HCID 25159917, compound

Participants

Reaction Steps

tert-Butyl 4-(4-fluorophenyl)-4-(((1-methyl-5-(trifluoromethyl)-1H-indazol-7-yl)methoxy)methyl)piperidine-1-carboxylate (66 mg, 0.127 mmol) was dissolved in trifluoroacetic acid (25% in dichloromethane, 2 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 53.5 mg (100%) as a colorless film. 1H-NMR (CDCl3, 500 MHz) δ 8.00 (s, 1H), 7.94 (s, 1H), 7.30 (s, 1H), 7.15 (m, 2H), 6.87 (m, 2H), 4.68 (s, 2H), 3.99 (s, 3H), 3.44 (s, 2H), 2.82 (m, 2H), 2.67 (m, 2H), 2.04 (m, 2H), 1.60-1.95 (m, 3H); 13C-NMR (CDCl3, 126 MHz) δ 162.2, 160.2, 139.8, 139.4, 133.9, 128.6, 128.5, 124.8, 124.6 (q, J=272 Hz), 124.5 (q, J=2.9 Hz), 122.6 (q, J=33 Hz), 121.2, 119.7 (q, J=4.8 Hz), 115.0, 114.8, 79.0, 70.5, 42.6, 41.3, 38.3, 33.9. Mass spec.: 422.08 (MH)+. Accurate mass spec.: m/z 422.1837 [MH]+, Δ=4.4 ppm.

Provenance & Evidence