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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 72742Generated: October 30, 2026

1,1'-Carbonyldiimidazole → Ethyl 3-(7-fluoro-4-oxo-4,5-dihydroimidazo[1,5-a]quinoxalin-1-yl)propanoate

https://huagongshe.com/reaction/72742

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1,1'-CarbonyldiimidazoleHCID 68263—
ReactantEthyl 3-[1-(2-amino-4-fluorophenyl)-1H-imidazol-2-yl]-propanoateHCID 59198670—
Solvent1,2-DichlorobenzeneHCID 7239—
ProductEthyl 3-(7-fluoro-4-oxo-4,5-dihydroimidazo[1,5-a]quinoxalin-1-yl)propanoateHCID 59198645—

Reaction Steps

Ethyl 3-[1-(2-amino-4-fluorophenyl)-1H-imidazol-2-yl]-propanoate as synthesized in Production Example 92, 94 mg, 1,1′-carbonyldiimidazole 83 mg and 1,2-dichlorobenzene 1 mL were mixed and heated under reflux for 0.5 hour. Further 1 mL of 1,2-dichlorobenzene was added and the heating under reflux was continued for further 3 hours. Allowing the reaction liquid to cool off, the precipitate was recovered by filtration, and washed with diethyl ether and ethyl acetate, by the order stated. The resulting crystals were dissolved in a liquid mixture of tetrahydrofuran and methanol, and the insoluble matter was separated by filtration. Distilling the solvent off under reduced pressure, 70 mg of the title compound was obtained.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08829000B2
Source datasetuspto-grants-2014_09
ORD IDord-5c8fa01212dc49f4b024a0aba7fcc5b7
Source noteuspto-grants-2014_09