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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1249435Generated: October 25, 2026

Methylamine → 1H-Pyrazole-4-carboxamide, 5-cyano-N-methyl-1-(2-pyridinyl)-

https://huagongshe.com/reaction/1249435

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethylamineHCID 6329—
Reactantethyl 5-cyano-1-(pyridin-2-yl)-1H-pyrazole-4-carboxylateHCID 13654086—
SolventDimethylformamideHCID 6228—
Product1H-Pyrazole-4-carboxamide, 5-cyano-N-methyl-1-(2-pyridinyl)-HCID 175784—

Reaction Steps

To a solution of 2.5 g of 5cyano-1-(2-pyridinyl)-1H-pyrazole-4-carboxylic acid, ethyl ester in 20 ml of DMF was added an excess of 40% aqueous monomethylamine so as not to precipitate out the pyrazole starting material. Approximately 24 hours later additional monomethylamine was added to the reaction mixture as well as additional DMF so as to keep these reactants in solution. The reaction mixture was heated and subsequently added to 150 ml of ice water. The precipitated solid was collected by filtration and recrystallized from methanol to afford 1.2 g of 5-cyano-1-(2-pyridinyl)-N-methyl-1H-pyrazole-4-carboxamide. mp=200°-202° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04631343
Source datasetuspto-grants-1986_12
ORD IDord-240368c3093e4587be438cc601a236f0
Source noteuspto-grants-1986_12