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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2068741Generated: November 3, 2026

Pyridine → HCID 67530877, compound

https://huagongshe.com/reaction/2068741

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPyridineHCID 1049—
ReactantMethoxyacetyl chlorideHCID 96623—
Reactant6-Amino-5-fluoroindolin-2-oneHCID 10103504—
SolventTetrahydrofuranHCID 8028—
ProductHCID 67530877HCID 6753087740.9%

Reaction Steps

5-Fluoro-6-Amino-indol-2-one 9d (2.028 g, 12.2 mmol) was dissolved in 30 mL of tetrahydrofuran under stirring at room temperature, and 1.3 mL of pyridine was then added to the solution. The reaction system was cooled down to −50° C. in a dry ice-ethanol bath. Methoxy-acetyl chloride (1.35 g, 12.5 mmol) was dissolved in 20 mL of tetrahydrofuran under stirring, and the solution was then added dropwise to the above reaction system. Upon completion of the addition, the dry ice-ethanol bath was removed. The reaction system was allowed to warm up to room temperature and stirred overnight until TLC showed the disappearance of starting materials. The resulting solid was filtered, washed with water (10 mL ×3) and recrystallized from methanol to give the title compound 5-fluoro-6-methoxyacetamido-2-oxoindole 13a (1.18 g, yield 40.6%) as a gray solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08299069B2
Source datasetuspto-grants-2012_10
ORD IDord-54bb86e3c1714a44b3db0e098e5df4dd
Source noteuspto-grants-2012_10