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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1622220Generated: November 1, 2026

Methyl iodide → Methyl N-methylindole-6-carboxylate

https://huagongshe.com/reaction/1622220

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl iodideHCID 6328—
ReactantSodium hydrideHCID 24758—
ReactantMethyl indole-6-carboxylateHCID 639844—
SolventDimethylformamideHCID 6228—
ProductMethyl N-methylindole-6-carboxylateHCID 639843—

Reaction Steps

A mixture of methyl-indole-6-caroxylate (3.0 g, 16.6 mmol), sodium hydride (1.0 g, 24.9 mmol), DMF (20 ml) was stirred for 1 h at room-temperature followed by addition of iodomethane (4.7 g, 33.2 mmol) and stirring at room-temperature for 15 h. The mixture was extracted with chloroform and evaporated. The product was isolated by evaporation. Yield 3.2 g (100%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08778928B2
Source datasetuspto-grants-2014_07
ORD IDord-22b82ce7ccae4bd680f5670967d88396
Source noteuspto-grants-2014_07