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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1031526Generated: November 1, 2026

1-Methyl-3-phenyl-1H-pyrazol-5-amine → 4,7-dihydro-1,6-dimethyl-4-(2,5-dimethylphenyl)-3-phenyl-1H-pyrazolo[3,4-b]pyridin-5-carboxylic acid ethyl ester, hydrochloride

https://huagongshe.com/reaction/1031526

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1-Methyl-3-phenyl-1H-pyrazol-5-amineHCID 517779—
ReactantEther hydrochlorideHCID 10953452—
ReactantEthyl-2-(2,5-dimethylbenzyliden)acetoacetateHCID 54285001—
SolventDiethyl EtherHCID 3283—
Product4,7-dihydro-1,6-dimethyl-4-(2,5-dimethylphenyl)-3-phenyl-1H-pyrazolo[3,4-b]pyridin-5-carboxylic acid ethyl ester, hydrochlorideHCID 137225461—

Reaction Steps

Starting from 1-methyl-3-phenyl-5-pyrazolamine and ethyl-2-(2,5-dimethylbenzyliden)acetoacetate in equimolar proportions. The crude reaction product is taken up with ethyl ether, washed with 2% H2SO4, water, and then 5% NaHCO3 until neutralization of the mother liquors. After drying over Na2SO4 the hydrochloride of the title compound is obtained by reacting with HCl/ethyl ether. Crystallization from isopropanol/ethyl ether.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04954508
Source datasetuspto-grants-1990_09
ORD IDord-bde35e311a2043e39e8790be6956d6ce
Source noteuspto-grants-1990_09