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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1777564Generated: November 1, 2026

Sodium Carbonate → HCID 86699396, compound

https://huagongshe.com/reaction/1777564

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium CarbonateHCID 10340—
ReactantLithium ChlorideHCID 433294—
ReactantHCID 18541883HCID 18541883—
ReactantHCID 67974550HCID 67974550—
CatalystPalladium ChlorideHCID 24290—
CatalystFerrocene-1,1'-bis-(diphenylphosphine)HCID 635956—
SolventDimethylformamideHCID 6228—
ProductHCID 86699396HCID 8669939629%

Reaction Conditions

Temperature100 °C

Reaction Steps

3,4,5-Trifluoro-2-iodoaniline (0.100 g; 0.366 mmol), 4-(3-fluorobenzyl)-N-(4-(triethylsilyl)but-3-ynyl)benzamide (0.145 g; 0.366 mmol), bis(diphenylphosphino)ferrocene]palladium(II) chloride (0.015 g; 0.018 mmol), lithium chloride (0.015 mg; 0.366 mmol) and sodium carbonate (0.078 g; 0.732 mmol) were suspended in DMF (5 mL) and the mixture was stirred at 100° C. for 72 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 0.057 g (29%) of the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09266832B2
Source datasetuspto-grants-2016_02
ORD IDord-278fa5355e19465c995d4300161e1a13
Source noteuspto-grants-2016_02