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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1485130Generated: November 2, 2026

Potassium Carbonate → HCID 118113375, compound

https://huagongshe.com/reaction/1485130

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CarbonateHCID 11430—
ReactantTri-o-tolylphosphineHCID 80271—
Reactant4-Fluorophenylboronic acidHCID 285645—
ReactantHCID 118113103HCID 118113103—
Catalystpalladium(II) acetateHCID 167845—
SolventMethanolHCID 887—
SolventTolueneHCID 1140—
ProductHCID 118113375HCID 118113375107.5%

Reaction Conditions

Temperature90 °C

Reaction Steps

A mixture of the compound (100 mg) obtained in step (3) above, 4-fluorophenylboronic acid (66 mg), palladium(II) acetate (6.6 mg), tri(2-methylphenyl)phosphine (26 mg), potassium carbonate (186 mg), methanol (4.4 mL) and toluene (2.2 mL) was stirred in a sealed tube at 90° C. for 70 minutes. After being cooled to room temperature, the reaction mixture was concentrated under reduced pressure. The resulting residue was purified by silica gel column chromatography (n-hexane:ethyl acetate=99:1-0:100, then chloroform:methanol=100:0-85:15) to give methyl N-{[3-(4′-fluoro-4-biphenylyl)-7-hydroxy-2,3,6,8a-tetrahydro-5H-[1,3]oxazolo[3,2-a]pyridin-8-yl]carbonyl}-glycinate as a pale brown solid (100 mg).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09422240B2
Source datasetuspto-grants-2016_08
ORD IDord-7fdeaae3dcfa4aa29795675fd862d254
Source noteuspto-grants-2016_08