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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2187744Generated: October 30, 2026

Dimethylformamide → methyl 1H-indole-5-carboxylate

https://huagongshe.com/reaction/2187744

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantMethyl iodideHCID 6328—
Reactant1H-Indole-5-Carboxylic AcidHCID 74280—
ReactantSodium BicarbonateHCID 516892—
SolventWaterHCID 962—
SolventEthyl AcetateHCID 8857—
Productmethyl 1H-indole-5-carboxylateHCID 273763579%

Reaction Steps

A mixture of 5-carboxyindole (16.0 g), sodium hydrogencarbonate (26.68 g), methyl iodide (61.11 g) and N,N-dimethylformamide (30 ml) is stirred at room temperature for 4 days. Water and ethyl acetate are added thereto for liquid-liquid separation. The organic layer is washed with aqueous sodium hydrogencarbonate, dried and concentrated to obtain 5-(methoxycarbonyl)indole (13.74 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06410584B1
Source datasetuspto-grants-2002_06
ORD IDord-dcfc883d524b4b3d843979a45246ca43
Source noteuspto-grants-2002_06