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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 217412Generated: October 29, 2026

Hydrazine hydrate (1:1) → HCID 178435924, compound

https://huagongshe.com/reaction/217412

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrazine hydrate (1:1)HCID 24654—
ReactantSodium BicarbonateHCID 516892—
Reactant4-hydroxy-3-(2-phenylpropionyl)-1-(3-trifluoromethylphenyl)-1,8-naphthyridin-2(1H)-oneHCID 68946060—
SolventDimethylformamideHCID 6228—
ProductHCID 178435924HCID 178435924—

Reaction Conditions

Temperature115 °C

Reaction Steps

To a suspension of 4-hydroxy-3-(2-phenylpropionyl)-1-(3-trifluoromethylphenyl)-1,8-naphthyridin-2(1H)-one (119 mg, 0.27 mmol) produced in Synthesis Example 38 in DMF (1 mL) was added hydrazine monohydrate (purity of 80%, 43 μL), and the mixture was stirred at 110 to 120° C. for 2 hours. To the reaction solution was added a sodium hydrogencarbonate aqueous solution, and an oily substance was collected. To the oily substance was added isopropyl ether, and the mixture was heated. Then the resulting matter was allowed to stand to a room temperature for crystallization. The resulting crystal was separated by filtration and dried to give 3-(1-phenylethyl)-5-(3-trifluoromethylphenyl)-1H-pyrazolo[4,3-c][1,8]naphthyridin-4(5H)-one as a form of crystal (69 mg, yield 59%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08193356B2
Source datasetuspto-grants-2012_06
ORD IDord-86db63eda30340dd98bd36b06183fd29
Source noteuspto-grants-2012_06