Sodium 4-nitrobenzene-1-sulfinate → Tert-butyl 2-(4-nitro-phenyl)sulfonyl-4,5-dimethyl-5,6,7,8,9,10-hexahydro-7,10-epiminocyclohepta[b]indole-carboxylate

Participants

Reaction Steps

Intermediate 12 was coupled to the product of Example 71, step C following the procedure of Example 71, step D. The crude product was purified by flash column chromatography (SiO2, 8:2 hexanes/ethyl acetate) to give tert-butyl 2-(4-nitro-phenyl)sulfonyl-4,5-dimethyl-5,6,7,8,9,10-hexahydro-7,10-epiminocyclohepta[b]indole-carboxylate (44 mg, 6%) as a yellow solid: 1H NMR (CDCl3, 300 MHz) δ 8.86-8.33 (m, 2H), 8.08-8.16 (m, 2H), 8.03 (s, 1H), 7.34 (s, 1H), 5.23 (br s, 1H), 4.71 (br s, 1H), 3.85 (s, 3H), 3.36 (br s, 1H), 2.76 (s, 3H), 2.46 (d, J=16.2 Hz, 1H), 2.11-2.39 (m, 2H), 1.85-1.97 (m, 1H), 1.53-1.67 (m, 1H), 1.36 (br s, 9H).

Provenance & Evidence