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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2261761Generated: November 4, 2026

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

https://huagongshe.com/reaction/2261761

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

A 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 stirred at room temperature and iodomethane (30 μL, 0.47 mmol) is added. After 1.5 hours, additional iodomethane (10 μL) is added and the reaction is stirred for 30 minutes, 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 numberUS07846960B2
Source datasetuspto-grants-2010_12
ORD IDord-a72de9fa533f43fa9686719cd0178f1d
Source noteuspto-grants-2010_12