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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 250232Generated: October 30, 2026

Dimethylformamide → Methyl 6-bromo-1-methyl-1H-indole-3-carboxylate

https://huagongshe.com/reaction/250232

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantMethyl iodideHCID 6328—
ReactantPotassium CarbonateHCID 11430—
ReactantMethyl 5-bromo-1H-indole-3-carboxylateHCID 285091—
SolventDichloromethaneHCID 6344—
ProductMethyl 6-bromo-1-methyl-1H-indole-3-carboxylateHCID 5744327999%

Reaction Steps

To a room temperature mixture of 5-bromo-1H-indole-3-carboxylic acid methyl ester (100 mg, 0.394 mmol), potassium carbonate (163 mg, 1.18 mmol) and DMF is added iodomethane (30 μL, 0.47 mmol). After 1.5 hours, additional iodomethane (10 μL) is added and the reaction is stirred for 30 minutes. The reaction mixture is diluted with dichloromethane and filtered. The filtrate is concentrated under high vacuum, diluted with ethyl acetate, and concentrated to give the title compound (105 mg, 99%). ES/MS m/e 270.0 (M+2).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07863302B2
Source datasetuspto-grants-2011_01
ORD IDord-6fbca1a9bcb24dd8aadc869d45e4b873
Source noteuspto-grants-2011_01