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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1029097Generated: October 31, 2026

Dimethylformamide → HCID 58168240, compound

https://huagongshe.com/reaction/1029097

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
Reactant3-MethoxyphenolHCID 9007—
ReactantPotassium CarbonateHCID 11430—
ReactantHCID 58168117HCID 58168117—
ProductHCID 58168240HCID 5816824037%

Reaction Conditions

Temperature180 °C

Reaction Steps

9-Fluoro-5H-benzo[c][1,8]naphthyridin-6-one (40 mg, 0.19 mmol), 3-methoxyphenol (70 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 76 (22 mg, 37% yield) as a brown solid. LC-MS (M+H=319, obsd.=319). 1H NMR (400 MHz, d6-DMSO): δ 11.99 (s, 1H), 8.73 (dd, 1H), 8.50 (dd, 1H), 8.32 (d, 1H), 8.14 (d, 1H), 7.38 (t, 1H), 7.30 (dd, 1H), 7.22 (dd, 1H), 6.83 (dd, 1H), 6.77 (t, 1H), 6.71 (dd, 1H), 3.77 (s, 3H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08735584B2
Source datasetuspto-grants-2014_05
ORD IDord-0804b5166b674ec98adb86c3ee2898bb
Source noteuspto-grants-2014_05