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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2422589Generated: October 25, 2026

4-Aminobenzoic Acid → 3-Methyl-2-[4-(3-piperidin-1-ylpropoxy)phenyl]pyrido[2,3-d]-pyrimidin-4(3h)-one

https://huagongshe.com/reaction/2422589

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-Aminobenzoic AcidHCID 978—
Reactant4-(3-Piperidin-1-ylpropoxy)benzaldehydeHCID 2766324—
Reactant4-{3-[(3S)-3-methylpiperidin-1-yl]propoxy}benzaldehydeHCID 7379340—
Reactant4-(3-Pyrrolidin-1-ylpropoxy)benzaldehydeHCID 11651573—
Reactant4-[(1-Cyclopentylpiperidin-4-yl)oxy]-2-methoxybenzaldehydeHCID 86084804—
Reactant4-[(1-Cyclopentyl-4-piperidinyl)oxy]benzaldehydeHCID 86624460—
Reactant4-[(1-Cyclobutyl-4-piperidinyl)oxy]benzaldehydeHCID 86624461—
Reactant4-[(1-Cyclobutylpiperidin-4-yl)oxy]-2-methoxybenzaldehydeHCID 86624462—
Reactant6-[(1-Cyclobutylpiperidin-4-yl)oxy]nicotinaldehydeHCID 86624463—
Reactant2-[(1-Cyclobutylpiperidin-4-yl)oxy]pyrimidine-5-carbaldehydeHCID 86624465—
Product3-Methyl-2-[4-(3-piperidin-1-ylpropoxy)phenyl]pyrido[2,3-d]-pyrimidin-4(3h)-oneHCID 11639469—

Reaction Steps

Compounds of Examples 16 to 59 can be produced according to the method of Example 15 or a method similar to it or a combination of the method with an ordinary method, but starting from the corresponding aminobenzoic acid, amine and separately prepared aromatic aldehydes such as 4-(3-piperidin-1-ylpropoxy)benzaldehyde, 4-(3-pyrrolidin-1-ylpropoxy)benzaldehyde, 4-[(1-cyclopentyl-4-piperidinyl)oxy]benzaldehyde, 4-[(1-cyclobutyl-4-piperidinyl)oxy]benzaldehyde, 4-[(1-cyclopentylpiperidin-4-yl)oxy]-2-methoxybenzaldehyde, 4-[(1-cyclobutylpiperidin-4-yl)oxy]-2-methoxybenzaldehyde, 6-[(1-cyclobutylpiperidin-4-yl)oxy]nicotinaldehyde, 2-[(1-cyclobutylpiperidin-4-yl)oxy]pyrimidine-5-carbaldehyde, 4-{3-[(3S)-3-methylpiperidin-1-yl]propoxy}benzaldehyde.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07960394B2
Source datasetuspto-grants-2011_06
ORD IDord-4e79d52b8f524476a39c9c47a8fc7d55
Source noteuspto-grants-2011_06