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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1042198Generated: November 3, 2026

Tetrahydrofuran → HCID 58081030, compound

https://huagongshe.com/reaction/1042198

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTetrahydrofuranHCID 8028—
ReactantTributylphosphineHCID 13831—
ReactantEthyl 2-butynoateHCID 78043—
Reactant7-Methyl-5-{[6-(methylsulfonyl)pyridin-3-yl]oxy}-1H-indole-2-carbothioamideHCID 86661838—
SolventTolueneHCID 1140—
ProductHCID 58081030HCID 5808103076%

Reaction Conditions

Temperature40 °C

Reaction Steps

To a mixed solution of 7-methyl-5-{[6-(methylsulfonyl)pyridin-3-yl]oxy}-1H-indole-2-carbothioamide (2.6 g), ethyl 2-butynoate (1.7 mL), tetrahydrofuran (40 mL), and toluene (60 mL) was added tri-n-butylphosphine (2.2 mL) under an argon atmosphere at room temperature, and the mixture was stirred at 40° C. for 2.5 hr. The reaction solution was concentrated under reduced pressure, and the obtained residue was subjected to silica gel column chromatography (ethyl acetate:hexane=40:60 to 65:35, volume ratio) to give the title compound (2.59 g, yield 76%) as a pale-yellow amorphous solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08557805B2
Source datasetuspto-grants-2013_10
ORD IDord-6fae6e65e40240ecb20d7fc3654c296c
Source noteuspto-grants-2013_10