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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1835107Generated: November 1, 2026

Potassium Carbonate → Ethyl 1-(2-cyano-3-methylamino-4-nitrophenyl)-2-oxo-cyclopentanecarboxylate

https://huagongshe.com/reaction/1835107

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CarbonateHCID 11430—
ReactantEthyl 2-oxocyclopentanecarboxylateHCID 69136—
Reactant6-Chloro-2-(methylamino)-3-nitrobenzonitrileHCID 11218089—
SolventDimethylformamideHCID 6228—
SolventAmmonium ChlorideHCID 25517—
ProductEthyl 1-(2-cyano-3-methylamino-4-nitrophenyl)-2-oxo-cyclopentanecarboxylateHCID 1203548140.3%

Reaction Steps

A mixture of 6-chloro-2-methylamino-3-nitrobenzonitrile (200 mg, 0.95 mmol) (Example 4), ethyl 2-oxocyclopentanecarboxylate (177 mg, 1.13 mmol) and K2CO3 (287 mg, 2.07 mmol) in DMF (5 mL) was stirred at room temperature for 60 h. The mixture was diluted with sat. NH4Cl solution and extracted with ether. The ethereal layer was washed with water and brine, dried (Na2SO4), filtered and concentrated. The residue was purified by chromatography on silica (hexanes: EtOAc=3:1) to give ethyl 1-(2-cyano-3-methylamino-4-nitrophenyl)-2-oxo-cyclopentanecarboxylate (127 mg, 40%) as a yellow solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06770639B2
Source datasetuspto-grants-2004_08
ORD IDord-e1e32bdbbd0340338a8364710ce79ab4
Source noteuspto-grants-2004_08