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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1029115Generated: October 31, 2026

2-Aminophenol → HCID 58168040, compound

https://huagongshe.com/reaction/1029115

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2-AminophenolHCID 5801—
ReactantPotassium CarbonateHCID 11430—
Reactant1-Chlorobenzo[C][1,8]naphthyridin-6(5H)-oneHCID 58168008—
SolventMethanolHCID 887—
SolventDimethylformamideHCID 6228—
ProductHCID 58168040HCID 5816804012.7%

Reaction Conditions

Temperature100 °C

Reaction Steps

1-Chloro-5H-benzo[c][1,8]naphthyridin-6-one (30 mg, 0.13 mmol), 2-aminophenol (43 mg, 0.39 mmol), and potassium carbonate (90 mg, 0.65 mmol) were suspended in DMF (2 mL), and stirred overnight at 100° C. The reaction mixture was diluted with MeOH, and filtered through a membrane. The crude product was purified via prep-LC-MS to provide 133 (5 mg, 12% yield) as a solid. LC-MS (M+H=304, obsd.=304). 1H NMR (400 MHz, d6-DMSO): δ 11.72 (s, 1H), 9.68 (s, 2H), 8.88 (d, 1H), 8.35 (d, 1H), 8.18 (m, 1H), 8.01 (d, 1H), 7.76 (t, 1H), 7.58 (t, 1H), 7.02 (m, 2H), 6.78 (t, 1H), 6.48 (d, 1H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08735584B2
Source datasetuspto-grants-2014_05
ORD IDord-4c8bf03fc64245dcad10d27cd75672e9
Source noteuspto-grants-2014_05