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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2234024Generated: November 1, 2026

Potassium Carbonate → Ethyl 1-(4-{[(3,4-dichloro-5-methyl-1H-pyrrol-2-yl)carbonyl]amino}piperidin-1-yl)-2,7-naphthyridine-3-carboxylate

https://huagongshe.com/reaction/2234024

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CarbonateHCID 11430—
ReactantEthyl 1-chloro-2,7-naphthyridine-3-carboxylateHCID 57947675—
Reactant4-{[(3,4-Dichloro-5-methyl-1H-pyrrol-2-yl)carbonyl]amino}piperidinium trifluoroacetateHCID 68579867—
Solventtert-ButanolHCID 6386—
ProductEthyl 1-(4-{[(3,4-dichloro-5-methyl-1H-pyrrol-2-yl)carbonyl]amino}piperidin-1-yl)-2,7-naphthyridine-3-carboxylateHCID 685795686.4%

Reaction Conditions

Temperature170 °C

Reaction Steps

In a sealed high pressure container with a Teflon lining was combined ethyl 1-chloro-2,7-naphthyridine-3-carboxylate (280 mg, 1.18 mmol), 4-{[(3,4-dichloro-5-methyl-1H-pyrrol-2-yl)carbonyl]amino}piperidinium trifluoroacetate (Intermediate 86; 957 mg), and K2CO3 (1.25 g) in 15 ml tert-butanol. The container was heated at 170° C. with stirring for 8 hours. The solution was concentrated by rotary evaporation and reconstituted with EtOAc. The organic layer was washed 4× with H2O, and dried over MgSO4. Product was purified on reverse phase Si to yield 36 mg white solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07709503B2
Source datasetuspto-grants-2010_05
ORD IDord-6ed21360dfdf475c9d0f2d15091a0027
Source noteuspto-grants-2010_05