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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 619161Generated: October 30, 2026

p-Toluenesulfonic acid → HCID 178437858, compound

https://huagongshe.com/reaction/619161

Reaction equation

Participants

RoleNameHCIDCharge
Reactantp-Toluenesulfonic acidHCID 6101—
Reactant4-(2-Morpholinoethoxy)benzaldehydeHCID 3719902—
Reactant5-amino-1-cyclopentyl-3-ethyl-1H-pyrazole-4-carboxamideHCID 22449352—
SolventMethanolHCID 887—
ProductHCID 178437858HCID 178437858—

Reaction Conditions

Temperature160 °C

Reaction Steps

A mixture of 1-cyclopentyl-3-ethyl-5-amino-1H-pyrazole-4-carboxamide (2.19 g, 9.86 mmol), 4-[2-(4-morpholinyl)ethoxy]benzaldehyde (3.5 g) and xylenes (10 ml) was heated at 160° C. overnight. p-Toluenesulfonic acid (0.2 g) was added and the mixture was heated at 160° C. overnight. The reaction mixture was cooled to room temperature, and the precipitate which formed was slurried with methanol, collected by filtration and washed with methanol, and then ether. The product was recrystallized from acetonitrile to afford 1-cyclopentyl-3-ethyl-6-[4-[2-(4-morpholinyl)ethoxy]phenyl]pyrazolo[3,4-d]pyrimidin-4-one.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05958929
Source datasetuspto-grants-1999_09
ORD IDord-7b1b651fc8ac4a62a284f9f3ad6022e3
Source noteuspto-grants-1999_09