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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1676993Generated: October 30, 2026

Methylamine hydrochloride → Ethyl-5-bromo-3-{[(5-tert-butoxy-5-oxopentyl)amino]sulfonyl}-1-(phenylsulfonyl)-1H-indole-2-carboxylate

https://huagongshe.com/reaction/1676993

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethylamine hydrochlorideHCID 6364545—
Reactantethyl 5-chloro-3-(chlorosulfonyl)-1-(phenylsulfonyl)-1H-indole-2-carboxylateHCID 22401482—
Reactanttert-Butyl 5-aminopentanoate oxalate(1:x)HCID 85937127—
Reactantethyl 3-(chlorosulfonyl)-5-bromo-1-(phenylsulfonyl)-1H-indole-2-carboxylateHCID 86592455—
ProductEthyl-5-bromo-3-{[(5-tert-butoxy-5-oxopentyl)amino]sulfonyl}-1-(phenylsulfonyl)-1H-indole-2-carboxylateHCID 67372682—

Reaction Steps

Following the procedures described in Steps D and E of Example 1, replacing in Step D ethyl 5-chloro-3-(chlorosulfonyl)-1-(phenylsulfonyl)-1H-indole-2-carboxylate with ethyl 3-(chlorosulfonyl)-5-bromo-1-(phenylsulfonyl)-1H-indole-2-carboxylate, and methylamine hydrochloride with tert-butyl 5-aminopentanoate oxalic acid salt, the title compound was obtained after flash chromatography through silica gel (100% dicloromethane). ESI+ MS: 587 [M-CH2═CMe2]+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08008295B2
Source datasetuspto-grants-2011_08
ORD IDord-8257d2999af84cc89cb347a08bfdde87
Source noteuspto-grants-2011_08