Sodium 3-(trifluoromethyl)benzene-1-sulfinate → tert-butyl 6-chloro-8-(3-trifluoromethylphenylsulfonyl)-3,4-dihydrobenzofuro[3,2-c]pyridine-2(1H)-carboxylate

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Reaction Steps

The product of Example 44, step B was coupled with sodium 3-trifluoromethylbenzenesulfinate using the procedure of Example 29, step C. Purification by flash column chromatography (SiO2, 3:2 hexane/ethyl acetate) provided tert-butyl 6-chloro-8-(3-trifluoromethylphenylsulfonyl)-3,4-dihydrobenzofuro[3,2-c]pyridine-2(1H)-carboxylate (130 mg, 33%) as an off-white solid: 1H NMR (CDCl3, 400 MHz) δ 8.26 (s, 1H), 8.15 (d, J=8.0 Hz, 1H), 7.94-8.06 (m, 1H), 7.86-7.81 (m, 2H), 7.73-7.63 (m, 1H), 4.58 (m, 2H), 3.84 (m, 2H), 2.92 (m, 2H), 1.48 (s, 9H).

Provenance & Evidence