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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1655051Generated: November 3, 2026

Methyl iodide → Methyl N-methylindole-6-carboxylate

https://huagongshe.com/reaction/1655051

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl iodideHCID 6328—
ReactantSodium hydrideHCID 24758—
ReactantMethyl indole-6-carboxylateHCID 639844—
SolventWaterHCID 962—
SolventDimethylformamideHCID 6228—
ProductMethyl N-methylindole-6-carboxylateHCID 639843—

Reaction Conditions

Temperature5 °C

Reaction Steps

To a stirred solution of methyl 6-indolecarboxylate (5 g) in dry dimethylformamide (30 ml) cooled to 5° C., sodium hydride (60% dispersion in oil, 1.49 g) was added portionwise. The reaction mixture was stirred at 5° C. for 0.5 hour, then a solution of methyliodide (12.18 g) in dry dimethylformamide (10 ml) was added dropwise. After 2 hours, the reaction mixture was diluted with water and the product obtained, after cooling and filtration.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05410061
Source datasetuspto-grants-1995_04
ORD IDord-87e838d64b324cd5b417f1da45d0b814
Source noteuspto-grants-1995_04