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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1858100Generated: November 3, 2026

Chloropyrazine → HCID 54218343, compound

https://huagongshe.com/reaction/1858100

Reaction equation

Participants

RoleNameHCIDCharge
ReactantChloropyrazineHCID 73277—
ReactantHCID 54025520HCID 54025520—
CatalystZinc bromideHCID 10421208—
SolventEthyl AcetateHCID 8857—
ProductHCID 54218343HCID 54218343—

Reaction Conditions

Temperature150 °C

Reaction Steps

To a suspension of 2-{2-[6-amino-7-chloro-3-(3,5-dimethylphenyl)-2-oxo-1,2-dihydro-quinolin-4-yloxy]-ethyl}-piperidine-1-carboxylic acid tert-butyl ester (prepared essentially as described in Example 1, 100 mg in 1 mL chloropyrazine) was added 500 mg zinc bromide and the mixture heated to 150° C. on an oil bath. After 3 hours, the mixture was cooled to room temperature, diluted with ethyl acetate and filtered through diatomaceous earth. The volatile organics were removed in vacuo and the residue dissolved in ethyl acetate, washed with water and the organic portion dried over sodium sulfate. Purification of the concentrate by flash chromatography on silica gel (ethyl acetate:hexane, 1:1) to give the title compound (12 mg).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06150352
Source datasetuspto-grants-2000_11
ORD IDord-e55501bd3aa24cef9989e7c24aaa2c94
Source noteuspto-grants-2000_11