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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 572783Generated: October 30, 2026

Hydrochloric Acid → 8-(1-((3,5-difluorophenyl)(methyl)amino)ethyl)-2-morpholino-4-oxo-4H-chromene-6-carboxylic acid

https://huagongshe.com/reaction/572783

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantMethanolHCID 887—
ReactantSodium HydroxideHCID 14798—
Reactantmethyl 8-(1-((3,5-difluorophenyl)(methyl)amino)ethyl)-2-morpholino-4-oxo-4H-chromene-6-carboxylateHCID 58235022—
SolventWaterHCID 962—
SolventTetrahydrofuranHCID 8028—
Product8-(1-((3,5-difluorophenyl)(methyl)amino)ethyl)-2-morpholino-4-oxo-4H-chromene-6-carboxylic acidHCID 5823497586%

Reaction Steps

2N NaOH (6.54 mL, 13.1 mmol), was added dropwise to a stirred suspension of methyl 8-(1-((3,5-difluorophenyl)(methyl)amino)ethyl)-2-morpholino-4-oxo-4H-chromene-6-carboxylate (3 g, 6.54 mmol), in THF (30 mL)/MeOH (30 mL). The resulting solution was stirred at RT overnight. The reaction mixture was diluted with water, the pH was ajusted to 3 with a 2M aq. sol. HCl. The solvents were removed and the white precipitate was collected by filtration, washed with water and dried then washed with ethyl acetate and ether to afford 8-(1-((3,5-difluorophenyl)(methyl)amino)ethyl)-2-morpholino-4-oxo-4H-chromene-6-carboxylic acid (2.5 g, 86%) which was used without further purification. Mass Spectrum: M+H+ 445.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09029374B2
Source datasetuspto-grants-2015_05
ORD IDord-01051a8d8575455c923f6c0802f50b4c
Source noteuspto-grants-2015_05