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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1597870Generated: October 31, 2026

Methane → HCID 178437855, compound

https://huagongshe.com/reaction/1597870

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethaneHCID 297—
Reactant4-NitrobenzaldehydeHCID 541—
ReactantMethanesulfonic AcidHCID 6395—
Reactant5-amino-1-cyclopentyl-3-ethyl-1H-pyrazole-4-carboxamideHCID 22449352—
SolventEthanolHCID 702—
ProductHCID 178437855HCID 17843785517%

Reaction Steps

A mixture of 1-cyclopentyl-3-ethyl-5-amino-1H-pyrazole-4-carboxamide (2.0 g, 9 mmol) , 4-nitrobenzaldehyde (2.04 g, 13.5 mmol), methanesulfonic acid (0.25 ml) and xylenes (50 ml) was heated at reflux overnight, followed by an additional 6 hours. Ethanol (200 ml) was added to the reaction mixture, which was then refluxed and then treated with DARCO®. The reaction mixture was filtered, concentrated to 100 ml and then cooled. Yellow needles formed, which were collected by filtration and washed with ether to afford 0.53 g (17%) of 1-cyclopentyl-3-ethyl-6-(4-nitrophenyl)pyrazolo [3,4-d]pyrimidin-4-one, m.p. 321°-323° C. (dec.).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05736548
Source datasetuspto-grants-1998_04
ORD IDord-3c71b29a38ad43ada94ebc535c03592d
Source noteuspto-grants-1998_04