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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1029099Generated: October 31, 2026

2-Fluorophenol → HCID 58168318, compound

https://huagongshe.com/reaction/1029099

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2-FluorophenolHCID 9707—
ReactantPotassium CarbonateHCID 11430—
ReactantHCID 58168117HCID 58168117—
SolventDimethylformamideHCID 6228—
ProductHCID 58168318HCID 5816831870.3%

Reaction Conditions

Temperature180 °C

Reaction Steps

9-Fluoro-5H-benzo[c][1,8]naphthyridin-6-one (40 mg, 0.19 mmol), 2-fluorophenol (63 mg, 0.56 mmol), and potassium carbonate (129 mg, 0.93 mmol) were suspended in DMF (1.5 mL), and stirred for 20 minutes at 180° C. in the microwave. The reaction mixture was quenched with H2O. The resulting precipitate was filtered, and washed with H2O. The precipitate was triturated with MeOH, filtered, washed with MeOH, and dried under vacuum to provide 79 (23 mg, 40% yield) as a tan solid. LC-MS (M+H=307, obsd.=307). 1H NMR (400 MHz, d6-DMSO): δ 11.99 (s, 1H), 8.74 (dd, 1H), 8.50 (dd, 1H), 8.32 (d, 1H), 8.14 (d, 1H), 7.49 (m, 1H), 7.33 (m, 4H), 7.18 (dd, 1H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08735584B2
Source datasetuspto-grants-2014_05
ORD IDord-33430f6a6251427fbba69c03cf120a19
Source noteuspto-grants-2014_05