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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1580941Generated: November 2, 2026

p-Toluenesulfonic acid → 9-Methyl-2-propyl-4H-pyrido[1,2-a]pyrimidin-4-one

https://huagongshe.com/reaction/1580941

Reaction equation

Participants

RoleNameHCIDCharge
Reactantp-Toluenesulfonic acidHCID 6101—
Reactant2-Amino-3-methylpyridineHCID 15347—
ReactantMethyl 3-oxohexanoateHCID 121700—
Solvent2-MethoxyethanolHCID 8019—
Product9-Methyl-2-propyl-4H-pyrido[1,2-a]pyrimidin-4-oneHCID 12339718—

Reaction Conditions

Temperature-30 °C

Reaction Steps

A solution of 54.0g of 2-amino-3-methylpyridine, 144.0g of methyl butyrylacetate, 5.0g of p-toluenesulfonic acid, and 750ml of ethylene glycol monomethyl ether is heated in a nitrogen atmosphere, under reflux, for 60 hours. The solution is concentrated to dryness in vacuo, and the residual oil extracted with two 250ml portions of pentane. The pentane solution is concentrated to a volume of 250ml and cooled at -30°C to yield the title compound, melting point 59°-60°C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS03935197
Source datasetuspto-grants-1976_01
ORD IDord-2ee1cbf26f2e46e4a3dca42e0247362c
Source noteuspto-grants-1976_01