Ammonium Chloride → 3-chloro-1-(2-pyrrolidin-1-yl-ethyl)-1H-indazol-5-ylamine

関与物質

反応手順

A mixture of 3-Chloro-5-nitro-1-(2-pyrrolidin-1-yl-ethyl)-1H-indazole (0.40 g, 1.4 mmol), iron powder (0.76 g, 14 mmol), and ammonium chloride (37 mg, 0.68 mmol) in 80% ethanol was heated to reflux for 3 hours, cooled to room temperature and concentrated under reduced pressure. The residue was stirred in triethylamine/ethyl acetate (1/4, 20 mL) for 15 minutes, filtered through a plug of silica gel, which was rinsed with triethylamine/ethyl acetate (1/4). The filtrate was concentrated under reduced pressure to provide the title compound (0.30 g, 84%). 1H NMR (300 MHz, DMSO-d6) ppm 1.62 (m, 4H), 2.44 (m, 4H), 2.81 (t, J=6.44, 2H), 4.34 (t, J=6.44, 2H), 5.05 (s, 2H), 6.58 (m, 1H), 6.88 (m, 1H), 7.12 (m, 1H); MS (DCI/NH3) m/z 265 [M+H]+.

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