Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 217406Generated: October 30, 2026

Hydrazine hydrate (1:1) → HCID 178435925, compound

https://huagongshe.com/reaction/217406

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrazine hydrate (1:1)HCID 24654—
ReactantSodium BicarbonateHCID 516892—
Reactant4-hydroxy-3-(2-phenylpropionyl)-1-(3-trifluoromethoxyphenyl)-1,8-naphthyridin-2(1H)-oneHCID 68948935—
SolventDimethylformamideHCID 6228—
ProductHCID 178435925HCID 178435925—

Reaction Conditions

Temperature115 °C

Reaction Steps

To a suspension of 4-hydroxy-3-(2-phenylpropionyl)-1-(3-trifluoromethoxyphenyl)-1,8-naphthyridin-2(1H)-one (276 mg, 0.61 mmol) produced in Synthesis Example 32 in DMF (3 mL) was added hydrazine monohydrate (purity of 80%, 100 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-trifluoromethoxyphenyl)-1H-pyrazolo[4,3-c][1,8]naphthyridin-4(5H)-one as a form of crystal (140 mg, yield 51%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08193356B2
Source datasetuspto-grants-2012_06
ORD IDord-bbb489b049ce4eebb4535c17a329327b
Source noteuspto-grants-2012_06