HCID 57546205, compound → HCID 25159783, compound

Participants

Reaction Steps

tert-Butyl 4-(((2-methyl-5-(trifluoromethyl)-2H-indazol-7-yl)methoxy)methyl)-4-phenylpiperidine-1-carboxylate (76 mg, 0.151 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 64 mg (quant.) as a colorless film. 1H-NMR (CDCl3, 500 MHz) δ 7.94 (s, 1H), 7.84 (s, 1H), 7.41 (m, 2H), 7.34 (m, 2H), 7.28 (s, 1H), 7.21 (m, 1H), 4.83 (s, 2H), 4.18 (s, 3H), 3.57 (s, 2H), 2.90 (m, 2H), 2.76 (m, 2H), 2.20 (m, 2H), 1.95 (m, 2H), 1.85 (bs, 1H); 13C-NMR (CDCl3, 126 MHz) δ 147.6, 144.4, 129.4, 128.3, 127.3, 126.1, 125.5, 124.9 (q, J=272 Hz), 124.2 (q, J=32 Hz), 120.7, 118.7, 117.5 (q, J=4.8 Hz), 80.2, 68.7, 42.9, 42.0, 40.7, 33.7. Mass spec.: 404.10 (MH)+. Accurate mass spec.: m/z 404.1936 [MH]+, Δ=3.4 ppm.

Provenance & Evidence