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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1858074Generated: October 31, 2026

Pyridine → HCID 53873218, compound

https://huagongshe.com/reaction/1858074

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPyridineHCID 1049—
ReactantPhosgeneHCID 6371—
ReactantGlycine, N-methyl-, methyl ester, hydrochloride (1:1)HCID 83544—
ReactantHCID 54025520HCID 54025520—
SolventTolueneHCID 1140—
SolventEthyl AcetateHCID 8857—
ProductHCID 53873218HCID 53873218—

Reaction Conditions

Temperature0 °C

Reaction Steps

To a solution of 2-{2-[6-amino-7-chloro-3-(3,5-dimethylphenyl)-2-oxo-1,2-dihydroquinolin-4-yloxy]-ethyl}-piperidine-1-carboxylic acid tert-butyl ester (53 mg in 2 mL dry methylene chloride) at 0° C. was added phosgene (0.077 mL of a 1.93 M solution in toluene) followed by 0.016 mL of pyridine and the mixture stirred for 1 hour at 0° C. At this time, 70 mg of sarcosine methyl ester hydrochloride was added and the mixture allowed to warm to room temperature. After 20 hours, the mixture was diluted with ethyl acetate (15 mL) and the reaction quenched by the addition of 10% citric acid. The organic portion was concentrated in vacuo to provide the crude title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06150352
Source datasetuspto-grants-2000_11
ORD IDord-ef41914e757044989d741adf70e3a890
Source noteuspto-grants-2000_11