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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 131247Generated: October 25, 2026

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

https://huagongshe.com/reaction/131247

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
Reactant(Prop-2-ynyloxy)benzeneHCID 83613—
ReactantMethyl 4-amino-3-iodobenzoateHCID 4104649—
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 Cul 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 numberUS07384945B2
Source datasetuspto-grants-2008_06
ORD IDord-9e1a959e9e6c4903be1e469a1db4be79
Source noteuspto-grants-2008_06