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

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Reaction Steps

Sodium 3-fluorobenzenesulfinate 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-(3-fluorophenylsulfonyl)-3,4-dihydrobenzofuro[3,2-c]pyridine-2(1H)-carboxylate (100 mg, 41%) as an off-white solid: 1H NMR (CDCl3, 300 MHz) δ 7.97 (s, 1H), 7.84-7.83 (d, J=1.5 Hz, 1H), 7.78-7.33 (m, 1H), 7.67-7.63 (m, 1H), 7.56-7.47 (m, 1H), 7.30-7.24 (m, 1H), 4.57 (s, 2H), 3.84 (t, J=5.4 Hz, 2H), 2.91 (t, J=5.4 Hz, 2H), 1.50 (s, 9H).

Provenance & Evidence