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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 573524Generated: October 31, 2026

Triethylamine → HCID 50902981, compound

https://huagongshe.com/reaction/573524

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
ReactantThionyl ChlorideHCID 24386—
Reactant2-Methyl-1,3-thiazole-4-carboxylic acidHCID 284728—
Reactant4-AminopyridazineHCID 298492—
CatalystDimethylformamideHCID 6228—
SolventTolueneHCID 1140—
SolventDichloromethaneHCID 6344—
ProductHCID 50902981HCID 50902981—

Reaction Conditions

Temperature65 °C

Reaction Steps

250 mg (1.8 mmol) of 2-Methyl-thiazole-4-carboxylic acid were suspended in 20 mL of toluene and two drops of dimethylformamide were added to the mixture. 0.16 mL of thionylchloride (2.2 mmol) were added at room temperature and the reaction mixture was stirred at 65° C. for two hours. After removal of the solvent, toluene was added and the evaporation was repeated. The obtained residue was then dissolved in 10 mL of dichloromethane and the solution was added dropwise to a solution containing 166 mg pyridazin-4-yl-amine (1.8 mmol) and 0.27 ml triethyl amine (1.9 mmol) in 40 ml dichloromethane. The mixture was stirred at room temperature for 16 h and the solvent was removed under vacuum. The obtained residue was purified by flash column chromatography (silica, gradient elution cyclohexane, ethyl acetate, methanol) to give 50 mg (13%, 99% purity) of the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09029639B2
Source datasetuspto-grants-2015_05
ORD IDord-e74c1e3497094ae2adcec28d951054bc
Source noteuspto-grants-2015_05