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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2068952Generated: October 31, 2026

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

https://huagongshe.com/reaction/2068952

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 numberUS08299080B2
Source datasetuspto-grants-2012_10
ORD IDord-1e9c2d1f8b034776b947e263dec8311c
Source noteuspto-grants-2012_10