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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1362048Generated: October 30, 2026

Methyl iodide → 1-methyl-1H-indole-7-carbaldehyde

https://huagongshe.com/reaction/1362048

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl iodideHCID 6328—
ReactantEthyl AcetateHCID 8857—
ReactantSodium hydrideHCID 24758—
ReactantIndole-7-carboxaldehydeHCID 2734629—
SolventDimethylformamideHCID 6228—
Product1-methyl-1H-indole-7-carbaldehydeHCID 11040979—

Reaction Steps

To a solution of indole-7-carboxaldehyde (500 mg, 3.45 mmol) in DMF (8 mL) was added sodium hydride (152 mg of 60% dispersion in oil, 3.8 mmol). The mixture was stirred for 30 mins. Methyl iodide (0.98 g, 6.9 mmol) was then added and the mixture was stirred for 2 hrs. Ethyl acetate (200 mL) was added and solution was washed with H2O (3×20 mL) and brine (25 mL) dried over MgSO4 and concentrated to afford N-methylindole-7-carboxaldehyde as a brown oil which was used without further purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07879872B2
Source datasetuspto-grants-2011_02
ORD IDord-a998fb55a429456aa69f41c2800f5c96
Source noteuspto-grants-2011_02