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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 460203Generated: October 30, 2026

Ethyl bromopyruvate → 5-(4-Ethoxycarbonyl-thiazol-2-yl)-indole-1-carboxylic acid tert-butyl ester

https://huagongshe.com/reaction/460203

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthyl bromopyruvateHCID 66144—
Reactant5-Thiocarbamoyl-indole-1-carboxylic acid tert-butyl esterHCID 76846579—
SolventEthanolHCID 702—
Product5-(4-Ethoxycarbonyl-thiazol-2-yl)-indole-1-carboxylic acid tert-butyl esterHCID 69411620—

Reaction Conditions

Temperature60 °C

Reaction Steps

To a solution of 5-thiocarbamoyl-indole-1-carboxylic acid tert-butyl ester (13.16 g, 47.6 mmol) and 250 mL of EtOH was added ethyl bromopyruvate (6.05 mL, 48.2 mmol). The resulting solution was stirred at 60° C. for 1.5 h, then concentrated in vacuo. The resulting solid was purified by flash chromatography on silica gel using 5% EtOAc/hexane→80% EtOAc/hexane→CH2Cl2 as the eluant to give a white solid. MS m/z: 373 (M+1). Calc'd for C19H20N2O4S-372.44.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07196104B2
Source datasetuspto-grants-2007_03
ORD IDord-d929670f0efe4441ae82901cb053581d
Source noteuspto-grants-2007_03