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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 507228Generated: October 25, 2026

Triethylamine → 2-Phenoxymethyl-1H-indole-5-carboxylic acid methyl ester

https://huagongshe.com/reaction/507228

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
Reactant(Prop-2-ynyloxy)benzeneHCID 83613—
ReactantMethyl 4-amino-3-iodobenzoateHCID 4104649—
CatalystCopper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)HCID 24350—
CatalystHCID 178418476HCID 178418476—
SolventDimethylformamideHCID 6228—
Product2-Phenoxymethyl-1H-indole-5-carboxylic acid methyl esterHCID 59732213—

Reaction Conditions

Temperature50 °C

Reaction Steps

Resin bound 4-amino-3-iodo-benzoic acid methyl ester was suspended in DMF and treated with 15.6 g of phenyl propargylether, 60 ml of triethylamine and catalytic amounts of CuI and bis(triphenylphosphine)palladium(II) chloride. The resin was shaken for 6 h at 50° C. and washed subsequently with DMF, isopropanol/water and diethylether.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07786128B2
Source datasetuspto-grants-2010_08
ORD IDord-cf7969adc71142b7b74277fa3a117ae2
Source noteuspto-grants-2010_08