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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1914624Generated: November 2, 2026

Triethylamine → HCID 44540011, compound

https://huagongshe.com/reaction/1914624

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
ReactantDiethyl cyanophosphonateHCID 76257—
Reactant4-Chloro-o-anisic acidHCID 93682—
ReactantHCID 67176912HCID 67176912—
SolventWaterHCID 962—
SolventDimethylformamideHCID 6228—
SolventEthyl AcetateHCID 8857—
ProductHCID 44540011HCID 4454001157.5%

Reaction Steps

To a solution of 0.067 g (0.20 mmol) of 9-aminomethyl-2-pyrimidin-4-yl-6,7,8,9-tetrahydro-pyrido[1,2-a]pyrimidin-4-one hydrobromide (1:1) dissolved in 2.00 mL of dimethylformamide were added 0.053 g (0.20 mmol) of 4-chloro-2-methoxy-benzoic acid, 0.030 mL (0.20 mmol) of diethylcyanophosphonate and 0.140 mL (1.00 mmol) of triethylamine. The resulting mixture was stirred at room temperature for 2 hours. Water and ethyl acetate were added, the mixture was extracted with ethyl acetate and the organic phase was washed with a saturated solution of ammonium chloride, dried over sodium sulfate and concentrated. A purification on silica gel (eluant: dichloromethane with 5% of methanol) gave 0.049 g (57%) of pure product obtained in the form of free base as a solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08614219B2
Source datasetuspto-grants-2013_12
ORD IDord-7f7b12b6aec645bd8080992a9c2b8963
Source noteuspto-grants-2013_12