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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1181678Generated: October 26, 2026

Acetic Acid → 5-methyl-2-(1-naphthylmethyl)-3-(4-pyridinyl)-2H-pyrazolo[3,4-d]pyrimidine-4,6(5H,7H)-dione

https://huagongshe.com/reaction/1181678

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetic AcidHCID 176—
ReactantPiperidineHCID 8082—
Reactant4-PyridinecarboxaldehydeHCID 13389—
Reactant1-Naphthaldehyde (1-methyl-2,6-dioxo-1,2,3,6-tetrahydropyrimidin-4-yl)hydrazoneHCID 69845528—
SolventIsopropanolHCID 3776—
SolventDimethylformamideHCID 6228—
Product5-methyl-2-(1-naphthylmethyl)-3-(4-pyridinyl)-2H-pyrazolo[3,4-d]pyrimidine-4,6(5H,7H)-dioneHCID 13633411362.6%

Reaction Conditions

Temperature120 °C

Reaction Steps

Isonicotinaldehyde (0.87 g) was added to a solution of 1-naphthaldehyde (1-methyl-2,6-dioxo-1,2,3,6-tetrahydropyrimidin-4-yl)hydrazone (2.0 g) in dimethylformamide (66 ml) and isopropanol (16 ml). Piperidine (0.66 ml) was added followed by glacial acetic acid (0.08 ml). The solution was heated at 120° C. for 16 hours. Reaction cooled to room temperature, solids precipitated was filtered, and dried to give the subtitle compound (1.63 g). Mass: 383.93 (M+H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07285558B2
Source datasetuspto-grants-2007_10
ORD IDord-c54a94afde584aa088343351a0da5805
Source noteuspto-grants-2007_10