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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 504873Generated: November 2, 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/504873

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 numberUS07777047B2
Source datasetuspto-grants-2010_08
ORD IDord-48e7271f6e2b438bb2e588372e3ced7c
Source noteuspto-grants-2010_08