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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1049182Generated: October 26, 2026

Piperidine → 3-((3-chlorophenyl)amino)-5-((4-fluoro-2-methylbenzyl)amino)-1H-pyrazole-4-carbonitrile

https://huagongshe.com/reaction/1049182

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPiperidineHCID 8082—
Reactant4-Fluoro-2-methylbenzaldehydeHCID 2783217—
ReactantSodium borohydrideHCID 4311764—
Reactant5-Amino-3-(3-chloro-phenylamino)-4-cyano-pyrazoleHCID 10681167—
SolventEthanolHCID 702—
SolventMethanolHCID 887—
Product3-((3-chlorophenyl)amino)-5-((4-fluoro-2-methylbenzyl)amino)-1H-pyrazole-4-carbonitrileHCID 178427852—

Reaction Conditions

Temperature85 °C

Reaction Steps

Dissolved 5-amino-3-((3-chlorophenyl)amino)-1H-pyrazole-4-carbonitrile (58 mg) in 4 mL ethanol and added 0.250 mmol of 4-fluoro-2-methylbenzaldehyde followed by a single drop of piperidine. This solution was then heated to 85° C. for 17 hrs, then the ethanol was evaporated and the resulting product was scraped from the reaction vessels. The powder was then resuspended in 4 mL of MeOH and 3 eq. of sodium borohydride was added and left stirring overnight at room temperature. Then MeOH was then evaporated and the product C29 was scraped and collected. (50 mg)

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09382237B2
Source datasetuspto-grants-2016_07
ORD IDord-eec21f83b19b4e6e8d5c284ec20ce972
Source noteuspto-grants-2016_07