HCID 57545954, compound → HCID 25159782, compound

Participants

Reaction Steps

tert-Butyl 4-(((1-methyl-5-(trifluoromethyl)-1H-indazol-7-yl)methoxy)methyl)-4-phenylpiperidine-1-carboxylate (187 mg, 0.371 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 151 mg (quant.) as a colorless film. 1H-NMR (CDCl3, 500 MHz) δ 7.97 (s, 1H), 7.92 (s, 1H), 7.31 (s, 1H), 7.21 (m, 4H), 7.14 (m, 1H), 4.64 (s, 2H), 3.90 (s, 3H), 3.46 (s, 2H), 2.82 (m, 2H), 2.69 (m, 2H), 2.09 (m, 2H), 1.79 (m, 2H), 1.60 (bs, 1H); 13C-NMR (CDCl3, 126 MHz) δ 144.2, 139.5, 133.8, 128.3, 127.1, 126.2, 124.8, 124.7 (q, J=272 Hz), 124.5, 122.5 (q, J=33 Hz), 121.3, 119.6 (q, J=4.8 Hz), 79.4, 70.6, 42.7, 41.7, 38.2, 33.8. Mass spec.: 404.14 (MH)+. Accurate mass spec.: m/z 404.1947 [MH]+, Δ=0.7 ppm.

Provenance & Evidence