Dichloromethane → HCID 58707304, compound

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Reaction Steps

A solution of 1-(5-Fluoro-2-methoxy-3-chlorophenyl)ethanamine (0.38 g, 1.87 mmol), 2,4-difluoro-1-methanesulfonyl-benzene (0.3 g, 1.56 mmol) and N,N-diisopropylethylamine (1.4 mL, 7.81 mmol) in N,N-dimethylformamide (10 mL) was stirred at 110° C. for 18 h. Dichloromethane was added (20 mL) and washed with water (2×20), brine (20 mL), dried, and concentrated under reduced pressure to the crude compound which was purified by silica gel column (20% ethyl acetate in hexanes) to afford 5-fluoro-N-(1-(5-fluoro-2-methoxy-3-chlorophenyl)ethyl)-2-(methylsulfonyl)benzenamine (0.15 g, 26%): 1H NMR (400 MHz, CDCl3): δ 7.76 (dd, 1H), 7.06 (dd, 1H), 6.84 (dd, 1H), 6.79 (bs, 1H), 6.42 (dd, 1H), 6.19 (dd, 1H), 4.82 (m, 1H), 3.97 (s 3H), 3.05 (s, 3H), 1.58 (d, 3H).

Provenance & Evidence