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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1960436Generated: October 30, 2026

Methyl iodide → ethyl 5-(2-methoxyethoxy)-7-[methyl(pyridin-2-ylsulfonyl)amino]-1H-indole-2-carboxylate

https://huagongshe.com/reaction/1960436

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl iodideHCID 6328—
ReactantPotassium CarbonateHCID 11430—
Reactantethyl 5-(2-methoxyethoxy)-7-[(pyridin-2-ylsulfonyl)amino]-1H-indole-2-carboxylateHCID 57476206—
SolventDimethylformamideHCID 6228—
SolventEthyl AcetateHCID 8857—
Productethyl 5-(2-methoxyethoxy)-7-[methyl(pyridin-2-ylsulfonyl)amino]-1H-indole-2-carboxylateHCID 5913561096.3%

Reaction Steps

To a solution of ethyl 5-(2-methoxyethoxy)-7-[(pyridin-2-ylsulfonyl)amino]-1H-indole-2-carboxylate (5.70 g) in N,N-dimethylformamide (50 mL) were added potassium carbonate (2.85 g) and methyl iodide (930 μL), and the mixture was stirred overnight at room temperature. The reaction mixture was diluted with ethyl acetate, and washed with water and saturated brine, dried (MgSO4), and concentrated. The residue was subjected to basic silica gel column chromatography to give the title compound (5.67 g, yield 96%) as a colorless amorphous solid from a fraction eluted with ethyl acetate-hexane (1:1, volume ratio). MS: 434(ME+).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08410087B2
Source datasetuspto-grants-2013_04
ORD IDord-b7dbe7a997564f3fb4e301e879ceb741
Source noteuspto-grants-2013_04