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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1614639Generated: October 29, 2026

Oxalic Acid → HCID 70083728, compound

https://huagongshe.com/reaction/1614639

Reaction equation

Participants

RoleNameHCIDCharge
ReactantOxalic AcidHCID 971—
ReactantSodium CarbonateHCID 10340—
Reactant2-(Chloromethyl)quinolineHCID 20394—
ReactantHCID 19772069HCID 19772069—
SolventEthanolHCID 702—
SolventMethanolHCID 887—
SolventDiethyl EtherHCID 3283—
ProductHCID 70083728HCID 70083728—

Reaction Steps

A mixture of 3.60 g (8.8 mmol) of 4-[[(3,4-difluorophenyl)amino](4-fluorophenyl)methyl]piperidine hydrochloride hydrate, 2.04 g (9.5 mmol) of 2-chloromethylquinoline and 3.0 g (28.3 mmol) of sodium carbonate in 200 mL of absolute ethanol was stirred at room temperature for 66 h. The solvent was removed in vacuo to give an oil. This was partitioned between CH2Cl2 and dilute NaOH. The CH2Cl2 solution was dried (Na2SO4), and the solvent was removed in vacuo to give an oil. A solution of the oil in methanol was treated with an excess of oxalic acid. Anhydrous ether was added, and 2.53 g (51.3%) of title compound was collected as a crystalline solid, mp. 139°-140° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05198449
Source datasetuspto-grants-1993_03
ORD IDord-e19bc1f066bf4a1faad17c6a63eba2c7
Source noteuspto-grants-1993_03