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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2084783Generated: October 30, 2026

Water → HCID 22734460, compound

https://huagongshe.com/reaction/2084783

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantSodium CarbonateHCID 10340—
ReactantMethyl 3-bromobenzoateHCID 12070—
ReactantHCID 22734107HCID 22734107—
Catalystpalladium(II) acetateHCID 167845—
SolventDimethylformamideHCID 6228—
ProductHCID 22734460HCID 2273446069.5%

Reaction Conditions

Temperature80 °C

Reaction Steps

A solution (30 ml) of Compound 144a obtained in Step A of Example 144 in DMF was added to a mixture of methyl 3-bromobenzoate (1.67 g), palladium acetate (0.18 g), sodium carbonate (2.10 g), and dimethylformamide (DMF) (70 ml), followed by stirring at 80° C. for one hour. A small amount of water was added to the reaction solution and the mixture was extracted with ethyl acetate. The organic layer was washed with 1N hydrochloric acid and a saturated saline and dried over anhydrous magnesium sulfate, and the solvent was distilled off under reduced pressure. The residue was purified by silica gel column chromatography (ethyl acetate/hexane=1/20) to give Compound 146 (1.69 g, 69.5%) as pale-yellow crystals.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06716987B1
Source datasetuspto-grants-2004_04
ORD IDord-c305be36b8604eff9fab2aadf78892ff
Source noteuspto-grants-2004_04