Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2184333Generated: October 31, 2026

Sodium Carbonate → HCID 59075090, compound

https://huagongshe.com/reaction/2184333

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium CarbonateHCID 10340—
Reactant2-Methylphenyl boronic acidHCID 2733267—
ReactantHCID 59075095HCID 59075095—
CatalystHCID 178418397HCID 178418397—
Solvent1,2-DimethoxyethaneHCID 8071—
ProductHCID 59075090HCID 5907509042.1%

Reaction Steps

To a solution of 7-{(R)-2-[(E)-3-(3-bromo-phenyl)-3-hydroxy-propenyl]-5-oxo-pyrrolidin-1-yl}-heptanoic acid methyl ester, (0.2 g, 0.46 mmol) in 10 mL of DME stirred at room temperature was added Pd(Ph3P)4 (0.03 g, 0.05 eq). After stirring for 5 minutes, o-tolylboronic acid (0.12 g, 2 eq) an 2M Na2CO3 (0.6 mL, 2.5eq) were added and the mixture was refluxed overnight under N2 atmosphere. The reaction mixture was cooled to room temperature, diluted with 25% NH4Oac (10 mL), stirred for 5 minutes and then was extracted with ethyl acetate, the organic layer was dried over MgSO4 (anhydrous), concentrated under the reduced pressure and purified to yield 87 mg of 7-{(R)-2-[(E)-3-hydroxy-3-(2′-methyl-biphenyl-3-yl)-propenyl]-5-oxo-pyrrolidin-1-yl}-heptanoic acid methyl ester.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06900336B2
Source datasetuspto-grants-2005_05
ORD IDord-40036a4c5ad1426b913091a4da86b2b9
Source noteuspto-grants-2005_05