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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 220469Generated: October 26, 2026

2-Hydrazinopyridine → 3,5-dimethyl-1-pyridin-2-yl-1H-pyrazole-4-carboxylic acid ethyl ester

https://huagongshe.com/reaction/220469

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2-HydrazinopyridineHCID 78645—
ReactantEthyl 2-acetylacetoacetateHCID 79063—
SolventAcetic AcidHCID 176—
Product3,5-dimethyl-1-pyridin-2-yl-1H-pyrazole-4-carboxylic acid ethyl esterHCID 985625697.2%

Reaction Steps

Dissolve 2-acetyl-3-oxobutyric acid ethyl ester (20.74 g, 0.120 mol) and 2-pyridylhydrazine (14.5 mL, 0.133 mol) in acetic acid (160 mL) and stir the mixture for 18 hr. Concentrate, dilute with DCM, wash with saturated sodium bicarbonate, dry (sodium sulfate), filter and concentrate to give 3,5-dimethyl-1-pyridin-2-yl-1H-pyrazole-4-carboxylic acid ethyl ester as an oil (28.6 g, 97%). MS (APCI): m/z=246 [M+H]+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08202873B2
Source datasetuspto-grants-2012_06
ORD IDord-8084db007efd497d9560deff49f3af73
Source noteuspto-grants-2012_06