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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1182828Generated: November 1, 2026

Sodium ethoxide → 3-amino-6-bromo-4-fluoro-1H-indole-2-carboxylic acid amide

https://huagongshe.com/reaction/1182828

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium ethoxideHCID 2723922—
Reactant2-(5-Bromo-2-cyano-3-fluorophenylamino)acetamideHCID 58118495—
SolventIsopropanolHCID 3776—
Product3-amino-6-bromo-4-fluoro-1H-indole-2-carboxylic acid amideHCID 5811854089%

Reaction Steps

17.3 g (63.6 mmol) 2-(5-bromo-2-cyano-3-fluorophenylamino)acetamide was suspended in 150 ml 2-propanol and, after the addition of 10 ml NaOEt solution (21% in EtOH), the suspension was refluxed for 14 h. Having cooled down to room temperature, the solvent was concentrated and water was added. The resulting precipitate was sucked off and washed with water. 15.4 g (89%) 3-amino-6-bromo-4-fluoro-1H-indole-2-carboxylic acid amide was obtained. ESI-MS [m/z]: 272, 274 [M+H]+

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08664233B2
Source datasetuspto-grants-2014_03
ORD IDord-fe1d13a228ea46db9b291b37477cd410
Source noteuspto-grants-2014_03