2,2,2-Trifluoroethanesulfonyl chloride → HCID 23521673, compound

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Reaction Steps

A solution of N-(1-(4-bromophenyl)ethyl)pyrid-3-ylmethylamine (630 mg, 2.16 mmol) and 4-(dimethylamino)pyridine (263 mg, 2.16 mmol) in 18 ml of dichloromethane was treated with 2,2,2-trifluoroethylsulfonyl chloride (420 mg, 2.3 mmol) with stirring for 15 minutes at room temperature. The solution was concentrated to approximately 2 ml and directly purified by radial chromatography on a 1 micron silica plate, eluting with 3% methanol/dichloromethane. The fractions were concentrated to afford the title compound. 1H NMR: 8.52 (bs,1H), 8.42 (bs,1H), (d,1H,J=8 Hz), 7.45 (d,2H,J=8 Hz), 7.22 (d,2H,J=8 Hz), 5.25 (q,1H,J=8 Hz), 4.38 (q,2H,ABX), 3.6 (q,2H,J=12 Hz), 1.68 (d,3H,J=8 Hz). MS calcd. 437.3; MS (M+1),(M+2), 438.0,439.0.

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