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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1711830Generated: November 3, 2026

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

https://huagongshe.com/reaction/1711830

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 numberUS07790709B2
Source datasetuspto-grants-2010_09
ORD IDord-4762d08a438f4c66a2773165f5a0226f
Source noteuspto-grants-2010_09