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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2405253Generated: October 26, 2026

Triethylamine → 2-[4-Methoxy-3-(4-trifluoromethyl-phenylethynyl)-benzoylamino]-indane-2-carboxylic acid methyl ester

https://huagongshe.com/reaction/2405253

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
Reactant1-Ethynyl-4-(trifluoromethyl)benzeneHCID 4348295—
Reactant2-(3-Bromo-4-methoxy-benzoylamino)-indane-2-carboxylic acid methyl esterHCID 67076330—
CatalystCopper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)HCID 24350—
CatalystHCID 178418397HCID 178418397—
SolventTolueneHCID 1140—
Product2-[4-Methoxy-3-(4-trifluoromethyl-phenylethynyl)-benzoylamino]-indane-2-carboxylic acid methyl esterHCID 6707627511%

Reaction Conditions

Temperature100 °C

Reaction Steps

300 mg (0.74 mmol) of the compound of step 1 and 90.1 mg (0.89 mmol) of triethylamine were dissolved in 10 ml of dry toluene. 171.5 mg (148 μmol) of tetrakis(triphenylphosphine)palladium(0) and 14.1 mg (74 μmol) of copper(I) iodide were added, and the mixture was stirred for 30 min. Subsequently 126.2 mg (0.74 mmol) of 1-ethynyl-4-trifluoromethyl-benzene were added and the mixture was heated to 100° C. for 10 h. The mixture was filtered, the solvent was evaporated and the residue was purified by preparative RP HPLC (water/ACN gradient) to give 40 mg of the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08802720B2
Source datasetuspto-grants-2014_08
ORD IDord-75ffd4f470c64f13a8d27f971c39fca7
Source noteuspto-grants-2014_08