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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1844840Generated: October 25, 2026

4-Hydrazinyl-2-methylbenzonitrile hydrochloride → methyl 2-(4-cyano-3-methylphenyl)-3-cyclopentyl-3,3a,4,5-tetrahydro-2H-pyrazolo[3,4-f]quinoline-7-carboxylate

https://huagongshe.com/reaction/1844840

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-Hydrazinyl-2-methylbenzonitrile hydrochlorideHCID 46915033—
Reactant(E)-methyl 6-(cyclopentylmethylene)-5-oxo-5,6,7,8-tetrahydroquinoline-2-carboxylateHCID 68010260—
SolventEthanolHCID 702—
Productmethyl 2-(4-cyano-3-methylphenyl)-3-cyclopentyl-3,3a,4,5-tetrahydro-2H-pyrazolo[3,4-f]quinoline-7-carboxylateHCID 86700924—

Reaction Conditions

Temperature80 °C

Reaction Steps

In a dried reaction flask, (E)-methyl 6-(cyclopentylmethylene)-5-oxo-5,6,7,8-tetrahydroquinoline-2-carboxylate (prepared according to the step (1) of Example 1) (0.428 g, 1.50 mmol) and 4-hydrazino-2-methylbenzonitrile hydrochloride (0.287 g, 1.56 mmol) were dissolved in ethanol (20 mL). In the protection from light and under the nitrogen atmosphere, the reaction solution was stirred at 80° C. for 8 hr. The reaction solution was concentrated under a reduced pressure to produce a crude reddish black viscous liquid (0.698 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08946279B2
Source datasetuspto-grants-2015_02
ORD IDord-257187ea587746009f99e60d63a2fcb0
Source noteuspto-grants-2015_02