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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 9773Generated: October 26, 2026

Sodium Carbonate → 3'-formyl-N-[2-(1-pyrrolidinyl)ethyl][1,1'-biphenyl]-3-carboxamide

https://huagongshe.com/reaction/9773

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium CarbonateHCID 10340—
Reactant3-bromo-N-[2-(pyrrolidin-1-yl)ethyl]benzamideHCID 848685—
Reactant3-Formylphenyl dihydrogen borateHCID 21987105—
SolventEthanolHCID 702—
SolventWaterHCID 962—
SolventTolueneHCID 1140—
Product3'-formyl-N-[2-(1-pyrrolidinyl)ethyl][1,1'-biphenyl]-3-carboxamideHCID 21987320—

Reaction Conditions

Temperature90 °C

Reaction Steps

Palladium tetrakistriphenyl phosphine (735 mg) and 2 M aqueous sodium carbonate (21.2 ml) were added to a solution of 3-bromo-N-[2-(1-pyrrolidinyl)ethyl]phenylcarboxamide (6.31 g) in toluene (50 ml), and then a solution of 3-formylphenylboric acid (3.49 g) in ethanol (15 ml) was added thereto, and the mixture was stirred at 90° C. for 15 hours. The reaction solution was diluted with water and then extracted with diethyl ether. The extract was washed with brine and then dried over anhydrous magnesium sulfate. The solvent was evaporated under reduced pressure, whereby the title compound (6.83 g) was obtained.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07091247B2
Source datasetuspto-grants-2006_08
ORD IDord-ddb5b33eec07485b9546487bd8670561
Source noteuspto-grants-2006_08