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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2364991Generated: November 1, 2026

Acetyl chloride → N-(5-Fluoro-2-oxo-2,3-dihydro-1H-indol-6-yl)acetamide

https://huagongshe.com/reaction/2364991

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetyl chlorideHCID 6367—
ReactantTriethylamineHCID 8471—
Reactant2-(6-Amino-5-fluoro-2-oxo-1,2-dihydro-indol-3-ylidenemethyl)-5-(2-diethylamino-ethyl)-3-methyl-1,5,6,7-tetrahydro-pyrrolo[3,2-c]pyridin-4-oneHCID 66607288—
SolventTetrahydrofuranHCID 8028—
ProductN-(5-Fluoro-2-oxo-2,3-dihydro-1H-indol-6-yl)acetamideHCID 45118150100.1%

Reaction Conditions

Temperature0 °C

Reaction Steps

A stirred solution of 6-amino-5-fluoro-1,3-dihydro-indol-2-one (1.0 g, 6 mmol) obtained from Example 7 in 30 ml of tetrahydrofuran was added with triethylamine (1.3 ml, 9 mmol). The solution was cooled down to 0° C. in an ice-water bath and added with acetyl chloride (1.3 ml, 9 mmol) dropwise. Upon the completion of the addition, the resulting mixture was heated to reflux for 1.5 hours and cooled until precipitate was formed. The solid was filtered, washed with water (50 ml×3) and dried in vacuo to give N-(5-fluoro-2-oxo-2,3-dihydro-1H-indol-6-yl)-acetamide (1.25 g, 99%) as a white solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08697692B2
Source datasetuspto-grants-2014_04
ORD IDord-fa216d573955492fbc07182e918f8527
Source noteuspto-grants-2014_04