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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 250230Generated: November 3, 2026

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

https://huagongshe.com/reaction/250230

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 (200 mg, 0.787 mmol), potassium carbonate (100 mg, 0.394 mmol) and DMF (1 mL) 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 and diluted with dichloromethane and filtered. The filtrate is concentrated under high vacuum, diluted with ethyl acetate, filtered and concentrated under reduced pressure to give the title compound (1105 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-9f1076a93477489685482a774718285f
Source noteuspto-grants-2011_01