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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1029261Generated: October 30, 2026

Hydrochloric Acid → 4-Fluoro-N-[4-(6-oxo-5,6-dihydro-benzo[c][1,8]naphthyridin-1-ylamino)-phenyl]-2-trifluoromethyl-benzamide

https://huagongshe.com/reaction/1029261

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantWaterHCID 962—
ReactantN-(4-Aminophenyl)-4-fluoro-2-trifluoromethyl-benzamideHCID 44603462—
Reactant1-Chlorobenzo[C][1,8]naphthyridin-6(5H)-oneHCID 58168008—
SolventDiethyl EtherHCID 3283—
Product4-Fluoro-N-[4-(6-oxo-5,6-dihydro-benzo[c][1,8]naphthyridin-1-ylamino)-phenyl]-2-trifluoromethyl-benzamideHCID 5816798473%

Reaction Steps

To a suspension of 83 (135 mg, 0.59 mmol) in ether (10 mL) was added HCl (1.17 mL, 1.00 M, 1.17 mmol) in ether. The mixture was stirred for 3 h and the solvent was removed under vacuo. A suspension of this HCl salt in NMP (3 mL) was added N-(4-aminophenyl)-4-fluoro-2-(trifluoromethyl)benzamide (209 mg, 0.70 mmol). The mixture was stirred at 150° C. for 3 h. After cooling to room temperature, H2O was added. The resulting product precipitate and the solid was filtered, washed with H2O and MeOH, and dried under vacuum to provide 378 (210 mg, 73% yield) as pale solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08735584B2
Source datasetuspto-grants-2014_05
ORD IDord-152b052780c44224ad1834c463c05dd5
Source noteuspto-grants-2014_05