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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1042989Generated: October 30, 2026

1-Phenethylamine, (+)- → HCID 68162901, compound

https://huagongshe.com/reaction/1042989

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1-Phenethylamine, (+)-HCID 643189—
Reactant4-(4-Chloro-6-methoxy-3-nitroquinolin-7-yl)-3,5-dimethylisoxazoleHCID 57465580—
SolventAcetonitrileHCID 6342—
ProductHCID 68162901HCID 68162901—

Reaction Conditions

Temperature60 °C

Reaction Steps

A mixture of 4-chloro-7-(3,5-dimethyl-4-isoxazolyl)-6-(methoxy)-3-nitroquinoline (for a preparation see Intermediate 18, 2.5 g, 7.5 mmol) and (R)-(+)-alpha-methylbenzylamine (2 eq, 1.82 g, Aldrich) in CH3CN (30 ml) was heated at 60° C. for 2 h. The mixture was extracted with DCM. The organic phase washed with saturated aqueous sodium hydrogen carbonate and dried over Na2SO4. The solvent was evaporated under reduced pressure and the residue taken up in diethyl ether. The precipitate was filtered off and dried under vacuum to give 7-(3,5-dimethyl-4-isoxazolyl)-6-(methoxy)-3-nitro-N-[(1R)-1-phenylethyl]-4-quinolinamine (2.5 g) which was used without purification in the next step.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08557984B2
Source datasetuspto-grants-2013_10
ORD IDord-2776779fdee94015a45f5dd548389955
Source noteuspto-grants-2013_10