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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1376103Generated: October 30, 2026

Ethanol → ethyl 3-amino-5-chloro-1H-indole-2-carboxylate

https://huagongshe.com/reaction/1376103

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthanolHCID 702—
ReactantPotassium CarbonateHCID 11430—
ReactantHCID 69009594HCID 69009594—
SolventWaterHCID 962—
Productethyl 3-amino-5-chloro-1H-indole-2-carboxylateHCID 361473471.2%

Reaction Conditions

Temperature70 °C

Reaction Steps

Heat at 70° C. and stir a mixture of 3-amino-5-chloro-1-(2,2,2-trifluoro-ethanoyl)-1H-indole-2-carboxylic acid ethyl ester (3.34 g, 10 mmol), ethanol (50 mL), and potassium carbonate (1.50 g, 10.85 mmol). After 1.75 h, add water (20 mL), and after another hour add additional potassium carbonate (0.58 g, 4.20 mmol). Cool the reaction mixture to ambient temperature and partition between water/ethyl acetate. Separate the organic layer, dry over MgSO4, filter and concentrate to afford 1.70 g of the title compound as a solid. MS 239(M+H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07169925B2
Source datasetuspto-grants-2007_01
ORD IDord-70c86cf464e0480c902472fba6acb36b
Source noteuspto-grants-2007_01