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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2036719Generated: November 2, 2026

Trifluoroacetic acid → 2-(4-Aminophenyl)sulfonyl-5-methyl-5,6,7,8,9,10-hexahydro-7,10-epiminocyclohepta[b]indole

https://huagongshe.com/reaction/2036719

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTrifluoroacetic acidHCID 6422—
ReactantTert-butyl 2-(4-nitrophenyl)sulfonyl-5-methyl-5,6,7,8,9,10-hexahydro-7,10-epiminocyclohepta[b]indole-carboxylateHCID 67085545—
Product2-(4-Aminophenyl)sulfonyl-5-methyl-5,6,7,8,9,10-hexahydro-7,10-epiminocyclohepta[b]indoleHCID 5825885625%

Reaction Steps

The product of step A was subjected to Boc-deprotection with TFA following the procedure of Example 28, step B. The crude material was purified by flash column chromatography (SiO2, 1:9 methanol/dichloromethane) to give 2-(4-aminophenyl)sulfonyl-5-methyl-5,6,7,8,9,10-hexahydro-7,10-epiminocyclohepta[b]indole (25 mg, 25%) as a yellow oil: 1H NMR (CDCl3, 300 MHz) δ 8.16 (s, 1H), 7.49-7.65 (m, 4H), 6.62-6.67 (m, 2H), 5.24-5.25 (m, 1H), 4.51-4.53 (m, 1H), 3.68 (s, 3H), 3.34-3.50 (m, 1H), 2.97-3.05 (m, 1H), 2.34-2.45 (m, 2H), 2.20-2.27 (m, 1H), 1.96-1.98 (m, 1H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08575186B2
Source datasetuspto-grants-2013_11
ORD IDord-917e94dd058042bcb51f743d1b2b1f28
Source noteuspto-grants-2013_11