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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 280468Generated: October 29, 2026

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

https://huagongshe.com/reaction/280468

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethylamineHCID 6329—
Reactant1,1'-CarbonyldiimidazoleHCID 68263—
Reactant5-cyano-1-tert-butyl-1H-pyrazole-4-carboxylic acidHCID 21247268—
SolventDimethylformamideHCID 6228—
Product1H-Pyrazole-4-carboxamide, 5-cyano-1-(1,1-dimethylethyl)-N-methyl-HCID 17578745.3%

Reaction Steps

Carbonyldiimidazole (2.5 grams, 0.015 mole) was added to a solution of 5-cyano-1-tert-butyl-1H-pyrazole-4-carboxylic acid (2.0 grams, 50.01 mole) in DMF. The solution was stirred at room temperature for twenty minutes. Aqueous methylamine (1.5 ml, 0.015 mole) was added and the reaction mixture was stirred at room temperature for 16 hours, then poured into ice-water. The product precipitated and was collected, dried, and recrystallized from ethanol, yielding 1.4 grams of 5-cyano-1-tert-butyl-N-methyl-1H-pyrazole-4-carboxamide, m.p., 164°-166° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04589905
Source datasetuspto-grants-1986_05
ORD IDord-0037c6156d3d4b64ad1a0dfb90e4b214
Source noteuspto-grants-1986_05