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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2085550Generated: October 31, 2026

HCID 12628585, compound → Ethyl 3-methyl-1H-indole-5-carboxylate

https://huagongshe.com/reaction/2085550

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHCID 12628585HCID 12628585—
Catalystpalladium(II) acetateHCID 167845—
CatalystHCID 178418397HCID 178418397—
SolventAcetonitrileHCID 6342—
ProductEthyl 3-methyl-1H-indole-5-carboxylateHCID 1262858773.1%

Reaction Conditions

Temperature100 °C

Reaction Steps

To a solution of 2-bromo-4-carboethoxy-N-allylaniline (J. Org. Chem., 45, 2710(1980)) (650 mg, 2.29 mmol) in acetonitrile (10 ml), tetrakis(triphenylphosphine)palladium(0) (132 mg, 0.114 mmol), palladium (II) acetate (25.7 mg, 0.114 mmol) and TEA (0.413 ml, 2.98 mmol) were added and stirred overnight in a sealed tube at 100° C. After filtering the reaction mixture, the filtrate was evaporated under reduced pressure; the thus obtained residue was subjected to silica gel column chromatography (developing solvent: ethyl acetate:n-hexane=1:2) to give the titled compound (340 mg, 73%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06720433B2
Source datasetuspto-grants-2004_04
ORD IDord-9f18917448df481b93bfa5a8b3971278
Source noteuspto-grants-2004_04