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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1404091Generated: October 30, 2026

Methyl iodide → 2-(5-bromo-7-fluoro-4-methoxy-1-methyl-1H-indol-3-yl)-N,N-dimethylacetamide

https://huagongshe.com/reaction/1404091

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl iodideHCID 6328—
ReactantPotassium HydroxideHCID 14797—
Reactant2-(5-bromo-7-fluoro-4-methoxy-1H-indol-3-yl)-N,N-dimethylacetamideHCID 66927153—
SolventDimethylformamideHCID 6228—
Product2-(5-bromo-7-fluoro-4-methoxy-1-methyl-1H-indol-3-yl)-N,N-dimethylacetamideHCID 66927024—

Reaction Steps

To the solution of 8-10 (7.0 g, 21.3 mmol) in anhydrous DMF (20 mL) was added KOH (4.34 g, 78.0 mmol), and MeI (4.55 g, 32.0 mmol) at room temperature. After the mixture was stirred for 1 h, TLC showed that the reaction was completed. The mixture was quenched with water and extracted with ethyl acetate (150 mL×3). The organic layers were combined and concentrated in vacuo. 8-11 (7.2 g, crude) was obtained as yellow oil and used for the next step without further purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08912220B2
Source datasetuspto-grants-2014_12
ORD IDord-757e061c3161449d868cc28fdac45355
Source noteuspto-grants-2014_12