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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2408128Generated: November 1, 2026

Hydrochloric Acid → HCID 70496379, compound

https://huagongshe.com/reaction/2408128

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantEthanolHCID 702—
ReactantSodium HydroxideHCID 14798—
ReactantHCID 70496192HCID 70496192—
SolventWaterHCID 962—
ProductHCID 70496379HCID 7049637995%

Reaction Conditions

Temperature90 °C

Reaction Steps

To a stirred mixture solution of 6-(3-chloro-4-fluoro-phenyl)-8,8-dimethyl-5,6,7,8-tetrahydro-[1,5]naphthyridine-2-carbonitrile (630.0 mg, 2.0 mmol) in ethanol (10.0 mL) was added 50% sodium hydroxide in water (8.5 mL). The reaction mixture was stirred at 90° C. for 6 h. The mixture was neutralized with a 3 N aqueous hydrochloric acid solution and extracted with ethyl acetate (2×100 mL), washed with water, dried over anhydrous sodium sulfate and then concentrated in vacuo to afford 6-(3-chloro-4-fluoro-phenyl)-8,8-dimethyl-5,6,7,8-tetrahydro-[1,5]naphthyridine-2-carboxylic acid (635.9 mg, 95%) as a light white solid which was used for next step without further purification: MS (ESI) M+1=335.1.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08809369B2
Source datasetuspto-grants-2014_08
ORD IDord-b085084cb85b4e64a7ff84474872c74b
Source noteuspto-grants-2014_08