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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1994929Generated: October 30, 2026

Toluene → Ethyl{2-[7-(methyl{[2-(trifluoromethyl)phenyl]sulfonyl}amino)-1H-indol-2-yl]-4,5-dihydro-1,3-thiazol-5-yl}acetate

https://huagongshe.com/reaction/1994929

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTolueneHCID 1140—
ReactantTributylphosphineHCID 13831—
ReactantEthyl 2-butynoateHCID 78043—
Reactant7-(methyl{[2-(trifluoromethyl)phenyl]sulfonyl)amino)-1H-indole-2-carbothioamideHCID 59136094—
SolventTetrahydrofuranHCID 8028—
ProductEthyl{2-[7-(methyl{[2-(trifluoromethyl)phenyl]sulfonyl}amino)-1H-indol-2-yl]-4,5-dihydro-1,3-thiazol-5-yl}acetateHCID 5913573057%

Reaction Steps

A mixture of 7-(methyl{[2-(trifluoromethyl)phenyl]sulfonyl}amino)-1H-indole-2-carbothioamide (2.65 g), ethyl but-2-ynoate (1.5 mL), tributylphosphine (1.6 mL), toluene (30 mL) and tetrahydrofuran (20 mL) was stirred for 2.5 hr at room temperature. The reaction solution was concentrated, and the obtained residue was subjected to silica gel column chromatography (ethyl acetate:hexane=2:8-4:6) to give the title compound (1.92 g, yield: 57%) as a pale-yellow oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07652133B2
Source datasetuspto-grants-2010_01
ORD IDord-d42edaf902844273a8931b5d4e32831b
Source noteuspto-grants-2010_01