Sodium 3-methylbenzene-1-sulfinate → Tert-butyl 2-(3-methylphenyl)sulfonyl-5-methyl-5,6,7,8,9,10-hexahydro-7,10-epiminocyclohepta[b]indole-carboxylate

Participants

Reaction Steps

Intermediate 10 was coupled with the product of Example 27, step B following the procedure of Example 27, step C. The crude product was purified by flash column chromatography (SiO2, 8:2 hexanes/ethyl acetate) to give tert-butyl 2-(3-methylphenyl)sulfonyl-5-methyl-5,6,7,8,9,10-hexahydro-7,10-epiminocyclohepta[b]indole-carboxylate (130 mg, 50%) as light yellow solid: 1H NMR (CDCl3, 300 MHz) δ 8.19 (s, 1H), 7.72-7.78 (m, 2H), 7.67 (d, J=8.4 Hz, 1H), 7.27-7.35 (m, 3H), 5.26 (br s, 1H), 4.72 (br s, 1H), 3.60 (s, 3H), 3.35 (br s, 1H), 2.49 (d, J=15.8 Hz, 1H), 2.38 (s, 3H), 2.13-2.36 (m, 3H), 1.89-2.01 (m, 1H), 1.38 (br s, 9H).

Provenance & Evidence