Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1612436Generated: October 30, 2026

Sodium Carbonate → 5-(2-Oxopyrrolidin-1-yl)-biphenyl-3-carboxylic Acid Methyl Ester

https://huagongshe.com/reaction/1612436

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium CarbonateHCID 10340—
ReactantPhenylboronic AcidHCID 66827—
ReactantMethyl 3-bromo-5-(2-oxopyrrolidin-1-yl)benzoateHCID 22253055—
Catalystpalladium(II) acetateHCID 167845—
Solvent1,2-DimethoxyethaneHCID 8071—
Product5-(2-Oxopyrrolidin-1-yl)-biphenyl-3-carboxylic Acid Methyl EsterHCID 6958977033.1%

Reaction Conditions

Temperature85 °C

Reaction Steps

To 3-bromo-5-(2-oxopyrrolidin-1-yl)benzoic acid methyl ester (D9) (70 mg, 0.235 mmol) in DME (2 ml) was added Na2CO3 (290 μl, 2M, 0.588 mmol), benzeneboronic acid (29 mg, 0.235 mmol) and Pd(OAc)2 (3 mg, 0.013 mmol). The mixture was stirred at 85° C. for 2 days. The reaction mixture was cooled down, filtrated through celite and evaporated in vacuo. The product was purified by column chromatography (PE:EtOAc=3:1) which yielded D10 (23 mg).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06992103B2
Source datasetuspto-grants-2006_01
ORD IDord-95a34c1f03144faaa63971fadbafdd6d
Source noteuspto-grants-2006_01