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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 414734Generated: October 29, 2026

HCID 54706820, compound → 1-(1,2-Dihydro-4-hydroxy-1-phenyl-2-oxo-1,8-naphthyridin-3-yl)-4-hydroxy-piperidinium hydroxide

https://huagongshe.com/reaction/414734

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHCID 54706820HCID 54706820—
Solvent2,6-LutidineHCID 7937—
SolventPiperidin-4-olHCID 79341—
Product1-(1,2-Dihydro-4-hydroxy-1-phenyl-2-oxo-1,8-naphthyridin-3-yl)-4-hydroxy-piperidinium hydroxideHCID 54714532—

Reaction Conditions

Temperature100 °C

Reaction Steps

A solution of 3-bromo-4-hydroxy-1-phenyl-1,8-naphthyridin-2(1H)-one (1 g) in a mixture of 2,6-lutidine (5 mL) and 4-hydroxy-piperidine (3.12 g) was heated at 100° C. for 32 hours. The lutidine was removed by evaporation under high vacuum. The residue was dissolved in CH3CN(20):H2O(80):CH3CO2H(1) and separated by reversed phase preparative HPLC (Whatman Magnum 40 with Partisil 40/ODS-3). The fractions containing the desired product were combined and evaporated to yield a partially crystalline material which was recrystallized from isopropanol to yield the desired product, m.p. 256°-258° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04794116
Source datasetuspto-grants-1988_12
ORD IDord-bdab234a86e24d528cf4a142d8a6bbb6
Source noteuspto-grants-1988_12