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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 905718Generated: November 1, 2026

Acetyl chloride → N-(5-fluoro-2-oxo-2,3-dihydro-1H-indol-7-yl)-acetamide

https://huagongshe.com/reaction/905718

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetyl chlorideHCID 6367—
ReactantTriethylamineHCID 8471—
Reactant7-Amino-5-fluoroindolin-2-oneHCID 59250054—
SolventTetrahydrofuranHCID 8028—
ProductN-(5-fluoro-2-oxo-2,3-dihydro-1H-indol-7-yl)-acetamideHCID 6660889596.1%

Reaction Conditions

Temperature0 °C

Reaction Steps

A stirred solution of 7-amino-5-fluoro-1,3-dihydro-indol-2-one (1.0 g, 6 mmol) obtained from Example 4 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. 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-7-yl)-acetamide (1.2 g, 96%) as a white solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08012966B2
Source datasetuspto-grants-2011_09
ORD IDord-8798eb44c04d402e98714fbbb541681d
Source noteuspto-grants-2011_09