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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 72751Generated: October 30, 2026

1,1'-Carbonyldiimidazole → 3-Chloro-9-cyclohexylimidazo[1,5-a]pyrido[3,2-e]pyrazin-6(5h)-one

https://huagongshe.com/reaction/72751

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1,1'-CarbonyldiimidazoleHCID 68263—
ReactantHCID 59198835HCID 59198835—
Product3-Chloro-9-cyclohexylimidazo[1,5-a]pyrido[3,2-e]pyrazin-6(5h)-oneHCID 59198561—

Reaction Steps

3-Amino-5-chloro-2-(2-cyclohexyl-1H-imidazol-1-yl)pyridine as synthesized in Production Example 103, 838 mg, 1,1′-carbonyldi-imidazole 983 mg and 1,2-chlorobenzene 25 mL were mixed and heated under reflux for 15 hours. Cooling the reaction liquid off, the precipitate was recovered by filtration and washed with methanol. The resulting crystals were dissolved in a liquid mixture of 2N hydrochloric acid and methanol, and the insoluble matter was separated by filtration. The filtrate was made weakly alkaline with saturated aqueous sodium hydrogencarbonate solution, and the precipitate was recovered by filtration. Drying the same in flowing air under heating, 620 mg of the title compound was obtained.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08829000B2
Source datasetuspto-grants-2014_09
ORD IDord-5088a476701f4831a0d951b0c6727690
Source noteuspto-grants-2014_09