HCID 57546124, compound → HCID 25159524, compound

Participants

Reaction Steps

tert-Butyl 4-(((2,5-dimethyl-2H-indazol-7-yl)methoxy)methyl)-4-phenylpiperidine-1-carboxylate (8 mg, 0.018 mmol) was dissolved in trifluoroacetic acid (25% in dichloromethane, 1.5 mL) and stirred at room temperature for 45 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 to give 6.8 mg (quant.) as a colorless film. 1H-NMR (CDCl3, 500 MHz) δ 7.73 (s, 1H), 7.41 (m, 2H), 7.35 (m, 2H), 7.22 (m, 2H), 6.84 (s, 1H), 4.82 (s, 2H), 4.15 (s, 3H), 3.54 (s, 2H), 2.91 (m, 2H), 2.75 (m, 2H), 2.33 (s, 3H), 2.18 (m, 2H), 1.98 (m, 2H), 1.50-2.30 (bs, 1H); 13C-NMR (CDCl3, 126 MHz) δ 146.3, 144.6, 131.1, 128.3, 127.4, 127.3, 126.0, 125.7, 122.8, 122.5, 116.9, 79.8, 69.1, 42.8, 42.0, 40.3, 33.5, 21.9. Mass spec.: 350.04 (MH)+. Accurate mass spec.: m/z 350.2230 [MH]+, Δ=0.7 ppm.

Provenance & Evidence