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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 47190Generated: October 30, 2026

Triethylamine → HCID 20627463, compound

https://huagongshe.com/reaction/47190

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
ReactantOxalyl chlorideHCID 65578—
Reactant1-methyl-4-(trifluoromethyl)-1H-pyrrole-3-carboxylic acidHCID 11788779—
ReactantHCID 21947116HCID 21947116—
SolventDimethylformamideHCID 6228—
SolventDichloromethaneHCID 6344—
SolventEthyl AcetateHCID 8857—
ProductHCID 20627463HCID 20627463—

Reaction Steps

A solution of 0.54 g (2.8 mmol) 1-methyl-4-trifluoromethylpyrrole-3-carboxylic acid and 0.39 g (3.1 mmol) oxalyl chloride in 20 ml methylene chloride is stirred for 2 hours at room temperature in the presence of a catalytic amount of DMF. Then the acid chloride solution is slowly added to a solution of 0.57 g (2.8 mmol) 3-amino4-(4′-chlorophenyl)pyridine, 0.34 g (3.4 mmol) triethylamine and 15 ml methylene chloride. The resulting mixture is then stirred for 16 hours at room temperature. After the addition of ethylacetate, the organic phase is washed twice with water. After drying the organic phase over sodium sulfate, the solvent is removed in a water let vacuum. The obtained crude product is purified by column chromatography over silica gel (eluant: hexane/THF 1:3). Yield: 0.4 g 1-methyl-4-trifluoromethyl-1-1-pyrrole-3-carboxylic acid [4-(4′-chlorophenyl)pyridin-3yl]amide in the form of yellowish crystals; m.p.: 178-180° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06699818B1
Source datasetuspto-grants-2004_03
ORD IDord-f7f961427d9648d283d0fa156689af53
Source noteuspto-grants-2004_03