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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 44397Generated: October 28, 2026

4-Methoxybenzylamine → HCID 57456934, compound

https://huagongshe.com/reaction/44397

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-MethoxybenzylamineHCID 75452—
ReactantBenzyl 4-chloro-2-oxo-1,2-dihydroquinoline-3-carboxylateHCID 57456935—
SolventDimethylformamideHCID 6228—
SolventTrifluoroacetic acidHCID 6422—
ProductHCID 57456934HCID 57456934116.5%

Reaction Conditions

Temperature115 °C

Reaction Steps

Benzyl 4-chloro-2-oxo-1,2-dihydroquinoline-3-carboxylate (Example 66b) (0.55 g, 1.75 mmol) was dissolved in DMF (8 mL) and 4-methoxybenzylamine (0.56 mL, 4.31 mmol) was added. The reaction was heated at 115° C. for 30 minutes, then cooled to room temperature and poured into ice water. The resultant precipitate was dissolved in 10 mL TFA and stirred at room temperature for 15 minutes, then the mixture was poured into ice water. The resultant precipitate was collected, dissolved in dichloromethane, dried over MgSO4, filtered and evaporated to give the crude benzyl 4-amino-2-oxo-1,2-dihydroquinoline-3-carboxylate (600 mg) which was used as this without further purification. MS 295 (MH+).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08541421B2
Source datasetuspto-grants-2013_09
ORD IDord-11862ecf33ed499f9dc894414dc38dbd
Source noteuspto-grants-2013_09