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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1042160Generated: November 3, 2026

Ethyl Acetate → HCID 58081013, compound

https://huagongshe.com/reaction/1042160

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthyl AcetateHCID 8857—
ReactantTributylphosphineHCID 13831—
ReactantEthyl 2-butynoateHCID 78043—
ReactantHCID 86661827HCID 86661827—
SolventTolueneHCID 1140—
SolventTetrahydrofuranHCID 8028—
SolventHexaneHCID 8058—
ProductHCID 58081013HCID 5808101332.5%

Reaction Conditions

Temperature90 °C

Reaction Steps

To a solution of 5-({6-[(2-methoxyethoxy)methyl]pyridin-3-yl}oxy)-7-(tetrahydro-2H-pyran-4-yloxy)-1H-indole-2-carbothioamide (1.1 g) in tetrahydrofuran (10 mL) and toluene (15 mL) were added ethyl 2-butynoate (0.67 g) and tri-n-butylphosphine (0.49 g), and the mixture was stirred at 90° C. for 1 hr. The reaction mixture was cooled, and concentrated under reduced pressure. The obtained crude product was subjected to basic silica gel column chromatography (ethyl acetate:hexane=0:100 to 50:50, volume ratio) to give the title compound (445 mg, yield 32%) as a yellow oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08557805B2
Source datasetuspto-grants-2013_10
ORD IDord-e575024723ad41c98f82c5aad6ec78dd
Source noteuspto-grants-2013_10