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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 914310Generated: November 2, 2026

Water → HCID 59758832, compound

https://huagongshe.com/reaction/914310

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantSodium CarbonateHCID 10340—
Reactant4-Fluoro-phenylboric acidHCID 21939771—
Reactant2-(2-{2-[(2-Tert-butoxy-1,1-dimethyl-2-oxoethyl)thio]-1,3-thiazol-4-yl}ethoxy)-5-iodobenzoic acid methyl esterHCID 59759313—
CatalystHCID 178418397HCID 178418397—
Solvent1,4-DioxaneHCID 31275—
ProductHCID 59758832HCID 5975883257.2%

Reaction Steps

Under nitrogen atmosphere, 2-(2-{2-[(2-tert-butoxy-1,1-dimethyl-2-oxoethyl)thio]-1,3-thiazol-4-yl}ethoxy)-5-iodobenzoic acid methyl ester (5.0 g) synthesized in Example 92-1 and 4-fluorophenylboric acid (1.5 g) were dissolved in dioxane (40 mL) and aqueous sodium carbonate solution (2 mol/L, 20 mL), tetrakis(triphenylphosphine)palladium (0.51 g) was added, and the mixture was refluxed for 4 hr. The reaction mixture was cooled, water was added thereto, and the mixture was extracted with ethyl acetate. The organic layer was washed with saturated brine and dried over anhydrous sodium sulfate. The solvent was evaporated under reduced pressure, and the residue was purified by silica gel chromatography (elution solvent; hexane:ethyl acetate=5:1) to give the title compound (2.7 g) as a colorless oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08026370B2
Source datasetuspto-grants-2011_09
ORD IDord-7e009e4552274e899cf63ff39786f1ef
Source noteuspto-grants-2011_09