Sodium 4-(trifluoromethyl)benzene-1-sulfinate → Tert-butyl 2-(4-trifluoromethylphenyl)sulfonyl-5-methyl-5,6,7,8,9,10-hexahydro-7,10-epiminocyclohepta[b]indole-carboxylate

Participants

Reaction Steps

Intermediate 17 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, 3:2 hexane/ethyl acetate) to give tert-butyl 2-(4-trifluoromethylphenyl)sulfonyl-5-methyl-5,6,7,8,9,10-hexahydro-7,10-epiminocyclohepta[b]indole-carboxylate (130 mg, 24%) as a white solid: 1H NMR (CDCl3, 300 MHz) δ 8.19 (s, 1H), 8.07 (d, J=8.4 Hz, 2H), 7.67-7.78 (m, 3H), 7.31-7.33 (m, 1H), 5.30 (br s, 1H), 4.70 (br s, 1H), 3.58 (s, 3H), 3.37-3.41 (m, 1H), 2.51 (d, J=16.3 Hz, 1H), 2.16-2.31 (m, 2H), 1.90-1.96 (m, 1H), 1.56-1.65 (m, 1H), 1.37 (s, 9H).

Provenance & Evidence