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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1689783Generated: October 31, 2026

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

https://huagongshe.com/reaction/1689783

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl iodideHCID 6328—
ReactantPotassium CarbonateHCID 11430—
ReactantMethyl 6-Bromo-1H-Indole-3-CarboxylateHCID 11499811—
SolventDimethylformamideHCID 6228—
SolventDichloromethaneHCID 6344—
ProductMethyl 6-bromo-1-methyl-1H-indole-3-carboxylateHCID 5744327999.4%

Reaction Steps

To a mixture of 6-bromo-1H-indole-3-carboxylic acid methyl ester (100 mg, 0.394 mmol), potassium carbonate (163 mg, 1.18 mmol) in DMF is added iodomethane (30 μL, 0.47 mmol). The reaction mixture is stirred for 1.5 h. 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 numberUS08153624B2
Source datasetuspto-grants-2012_04
ORD IDord-7dfb928d468248a3b09d3a19c232cb54
Source noteuspto-grants-2012_04