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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1257465Generated: November 4, 2026

Cesium carbonate → Methyl 2-fluoro-4-({4-[3-(trifluoromethyl)phenyl]-1,3-thiazol-2-yl}methyl)benzoate

https://huagongshe.com/reaction/1257465

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCesium carbonateHCID 10796—
Reactant3-Fluoro-4-(methoxycarbonyl)benzeneboronic acidHCID 2782818—
ReactantHCID 66939273HCID 66939273—
SolventOxolane--water (1/1)HCID 21881883—
ProductMethyl 2-fluoro-4-({4-[3-(trifluoromethyl)phenyl]-1,3-thiazol-2-yl}methyl)benzoateHCID 66939715—

Reaction Conditions

Temperature90 °C

Reaction Steps

Under a nitrogen atmosphere, to a mixed solvent of the compound (270 mg, 0.72 mmol) obtained in Example 190c, 3-fluoro-4-methoxycarbonylphenylboronic acid (170 mg, 0.86 mmol) and cesium carbonate (1.2 g, 3.6 mmol) in tetrahydrofuran-water (v/v=5/1, 6 mL) was added [1,1′-bis(diphenylphosphino)ferrocene]dichloropalladium(II) dichloromethane complex (120 mg, 0.14 mmol), and the mixture was stirred at 90° C. overnight. The resulting salt was filtered and removed, and the solvent was evaporated under reduced pressure. The obtained crude product was purified by column chromatography (hexane-hexane/ethyl acetate=75/25) to give the title compound as colorless crystals.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08461348B2
Source datasetuspto-grants-2013_06
ORD IDord-ccd1fc2be8874aeab2b31744999cc4fb
Source noteuspto-grants-2013_06