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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1247397Generated: October 30, 2026

Sodium Carbonate → HCID 21905279, compound

https://huagongshe.com/reaction/1247397

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium CarbonateHCID 10340—
ReactantPhenylboronic AcidHCID 66827—
ReactantHCID 21905451HCID 21905451—
CatalystTetrakis(triphenylphosphine)palladiumHCID 11979704—
SolventEthanolHCID 702—
SolventWaterHCID 962—
Solvent1,2-DimethoxyethaneHCID 8071—
ProductHCID 21905279HCID 2190527970.1%

Reaction Conditions

Temperature85 °C

Reaction Steps

To a solution of (RS)-2-(4-bromo-2,6-difluoro-phenyl)-N-(4-cyano-benzyl)-2-methoxy-acetamide (example 69.1, 247 mg) in 1,2-dimethoxyethane (5 ml) was added tetrakis(triphenylphosphine) palladium (0) (73 mg). A solution of phenylboronic acid (118 mg) in EtOH (2.1 ml) and a solution of sodium carbonate (563 mg) in water (3 ml) were added. The mixture was stirred for 1.5 h at 85° C. The solids were filtered off and the filtrate was evaporated. The product was purified by flash chromatography (cyclohexane/EtOAc 2:1=>EtOAc) to give (RS)-N-(4-cyano-benzyl)-2-(3,5-difluoro-biphenyl-4-yl)-2-methoxy-acetamide (172 mg). Off-white solid. MS 393.1 ([M+H]+)

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07129238B2
Source datasetuspto-grants-2006_10
ORD IDord-ec93b54ad07544479477d951a0521ae3
Source noteuspto-grants-2006_10