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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 531149Generated: October 29, 2026

Hydrochloric Acid → 6-(1-((2-Cyclopropyl-5-ethoxy-2',4'-difluorobiphenyl-4-yl)methyl)piperidin-4-yl)-5-oxo-2-propyl-5,6,7,8-tetrahydro-1,6-naphthyridine-3-carboxylic acid

https://huagongshe.com/reaction/531149

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantEthanolHCID 702—
ReactantSodium HydroxideHCID 14798—
ReactantEthyl 6-(1-((2-cyclopropyl-5-ethoxy-2',4'-difluorobiphenyl-4-yl)methyl)piperidin-4-yl)-5-oxo-2-propyl-5,6,7,8-tetrahydro-1,6-naphthyridine-3-carboxylateHCID 117992191—
SolventWaterHCID 962—
SolventTetrahydrofuranHCID 8028—
Product6-(1-((2-Cyclopropyl-5-ethoxy-2',4'-difluorobiphenyl-4-yl)methyl)piperidin-4-yl)-5-oxo-2-propyl-5,6,7,8-tetrahydro-1,6-naphthyridine-3-carboxylic acidHCID 11799229098.3%

Reaction Conditions

Temperature50 °C

Reaction Steps

To a solution of ethyl 6-(1-((2-cyclopropyl-5-ethoxy-2′,4′-difluorobiphenyl-4-yl)methyl)piperidin-4-yl)-5-oxo-2-propyl-5,6,7,8-tetrahydro-1,6-naphthyridine-3-carboxylate (13.2 g) in THF (33 mL)-ethanol (33 mL) was added 2M aqueous sodium hydroxide solution (31.2 mL). The mixture was stirred for 1 hour at 50° C. The mixture was cooled to room temperature. 2M hydrochloric acid (31.2 mL) was added to the reaction mixture. Then water (62.5 mL) was added to the reaction mixture. After cooled to 0° C., the precipitate was collected by filtration, washed with water, dried by airstream to give the title compound (12.4 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09353108B2
Source datasetuspto-grants-2016_05
ORD IDord-96ef4dd1e8a741cfa71fa3f50857e420
Source noteuspto-grants-2016_05