Sodium 4-chlorobenzenesulfinate → tert-butyl 6-chloro-8-(4-chlorophenylsulfonyl)-3,4-dihydrobenzofuro[3,2-c]pyridine-2(1H)-carboxylate

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Reaction Steps

Sodium 4-chlorobenzenesulfinate was coupled with the product of Example 44, step B following the procedure of Example 29, step C. The crude product was purified by flash column chromatography (SiO2, 3:2 hexanes/ethyl acetate) to give tert-butyl 6-chloro-8-(4-chlorophenylsulfonyl)-3,4-dihydrobenzofuro[3,2-c]pyridine-2(1H)-carboxylate (120 mg, 48%) as an off-white solid: 1H NMR (CDCl3, 300 MHz) δ 7.95 (s, 1H), 7.90-7.89 (m, 1H), 7.88-7.87 (m, 1H), 7.82-7.81 (m, 1H), 7.51-7.50 (m, 1H), 7.48-7.47 (m, 1H), 4.56 (s, 2H), 3.84 (t, J=5.4 Hz, 2H), 2.91 (t, J=5.4 Hz, 2H), 1.48 (s, 9H).

Provenance & Evidence