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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1914621Generated: October 30, 2026

Benzenamine, 4-chloro-2-methoxy- → 4-oxo-2-pyrimidin-4-yl-6,7,8,9-tetrahydro-4H-pyrido[1,2-a]pyrimidine-9-carboxylic acid N-(4-chloro-2-methoxy-phenyl)-amide

https://huagongshe.com/reaction/1914621

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBenzenamine, 4-chloro-2-methoxy-HCID 7143—
ReactantHCID 67177666HCID 67177666—
SolventWaterHCID 962—
SolventTolueneHCID 1140—
SolventEthyl AcetateHCID 8857—
Product4-oxo-2-pyrimidin-4-yl-6,7,8,9-tetrahydro-4H-pyrido[1,2-a]pyrimidine-9-carboxylic acid N-(4-chloro-2-methoxy-phenyl)-amideHCID 4459606132.2%

Reaction Steps

To a suspension of 0.150 g (0.52 mmol) of (+/−)-4-oxo-2-pyrimidin-4-yl-1,6,7,8-tetrahydro-4H-pyrido[1,2-a]pyrimidine-9-carboxylic acid methyl ester in a sealed tube in 10.00 mL of toluene was added 0.825 g (5.24 mmol) of 4-chloro-2-methoxy-phenylamine and the resulting mixture was stirred under reflux for 16 hours. The mixture was dissolved in water and ethyl acetate. The organic phases were washed with a saturated aqueous solution of sodium chloride, dried over sodium sulfate and evaporated to dryness. The residue was purified by flash chromatography (dichloromethane/methanol/ammoniac in proportions of 100/0/0 to 98/2/02) to afford 0.069 g (32%) of a solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08614219B2
Source datasetuspto-grants-2013_12
ORD IDord-02339a9ef3424e56b81f0af786fa7ad7
Source noteuspto-grants-2013_12