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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1777562Generated: November 2, 2026

Sodium Carbonate → HCID 86699395, compound

https://huagongshe.com/reaction/1777562

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium CarbonateHCID 10340—
ReactantLithium ChlorideHCID 433294—
ReactantEthanone, 1-(4-amino-3-iodophenyl)-HCID 11032652—
ReactantHCID 67974550HCID 67974550—
CatalystPalladium ChlorideHCID 24290—
CatalystFerrocene-1,1'-bis-(diphenylphosphine)HCID 635956—
SolventDimethylformamideHCID 6228—
ProductHCID 86699395HCID 8669939521.3%

Reaction Conditions

Temperature100 °C

Reaction Steps

1-(4-Amino-3-iodophenyl)ethanone (0.100 g; 0.383 mmol), 4-(3-fluorobenzyl)-N-(4-(triethylsilyl)but-3-ynyl)benzamide 0.151 g; 0.383 mmol), bis(diphenylphosphino)ferrocene]palladium(II) chloride (0.016 g; 0.019 mmol), lithium chloride (0.016 mg; 0.383 mmol) and sodium carbonate (0.081 g; 0.766 mmol) were suspended in DMF (5 mL) and the mixture was stirred at 100° C. for 18 hours. The solution was concentrated under reduced pressure and diluted in ethyl acetate. The organic layer was successively washed with brine, sodium thiosulfate, dried and concentrated under reduced pressure. The crude residue was purified by flash chromatography on silica gel (eluent 2 to 60% ethyl acetate in heptane) to afford 0.043 g (21%) of the title compound as a yellow oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09266832B2
Source datasetuspto-grants-2016_02
ORD IDord-afd489a16d024612a7a0b7ae0a75db70
Source noteuspto-grants-2016_02