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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1615603Generated: November 4, 2026

Ethyl Acetate → HCID 67308959, compound

https://huagongshe.com/reaction/1615603

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthyl AcetateHCID 8857—
ReactantMethyl 4-aminothiophene-3-carboxylateHCID 2777610—
ReactantHCID 86654952HCID 86654952—
Solvent(Trifluoromethyl)benzeneHCID 7368—
ProductHCID 67308959HCID 6730895974.6%

Reaction Conditions

Temperature150 °C

Reaction Steps

To a solution of 1-benzyloxycarbonyl-3-isocyanato-5-trifluoromethylindole-2-carboxylic acid tert-butyl ester 5E (˜4.10 mmol) in trifluoromethylbenzene (10 mL) was added 4-aminothiophene-3-carboxylic acid methyl ester 5F (1.30 g, 8.28 mmol). The reaction mixture was heated in a microwave reactor at 150° C. for 30 minutes. Ethyl acetate (100 mL) was added and the organic layer was washed with 1 N hydrochloric acid and brine. The organic layer was dried over sodium sulfate. The organic solvent was evaporated under reduced pressure. The crude product was purified by flash column chromatography to provide 1-benzyloxycarbonyl-3-[3-(4-methoxycarbonylthiophen-3-yl)-ureido]-5-trifluoromethyl-1H-indole-2-carboxylic acid tert-butyl ester 5G (1.89 g, 3.06 mmol).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08765757B2
Source datasetuspto-grants-2014_07
ORD IDord-84ea3e4103024845ac82a6a921d0cbc5
Source noteuspto-grants-2014_07