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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1913313Generated: October 28, 2026

Triethylamine → HCID 66801152, compound

https://huagongshe.com/reaction/1913313

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
ReactantOxalyl chlorideHCID 65578—
ReactantN-Methyl-3-pyridinamineHCID 140376—
Reactant2,5-Dichlorothiophene-3-carboxylic acidHCID 225438—
CatalystDimethylformamideHCID 6228—
SolventWaterHCID 962—
SolventDichloromethaneHCID 6344—
ProductHCID 66801152HCID 6680115264.6%

Reaction Steps

394 mg (2.0 mmol, 1.0 equiv.) of 2,5-dichloro-thiophene-3-carboxylic acid were dissolved in 8 ml of dichloromethane and 254 mg (2.0 mmol, 1.0 equiv.) of oxalyl chloride were added dropwise. A catalytic amount of N,N-dimethylformamide (DMF) (5 drops) was added and the reaction mixture was stirred at room temperature for 4 h. Then, the mixture was added dropwise to a solution of 300 mg (3.0 mmol, 1.5 equiv) of triethylamine and 217 mg (2.0 mmol, 1.0 equiv.) of methyl-pyridin-3-yl-amine in 6 ml of dichloromethane and the reaction was stirred at room temperature overnight. Water was added and the mixture was extracted with dichloromethane. The combined organic phases were dried over Na2SO4, filtered and the solvent was removed under reduced pressure to yield 371 mg of the title compound (65%, 95% purity), [Mt]: 288.1.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08609700B2
Source datasetuspto-grants-2013_12
ORD IDord-62ad0c33544243689ecf81a814f1c5a1
Source noteuspto-grants-2013_12