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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 857379Generated: November 1, 2026

Triphenylarsine → HCID 58760715, compound

https://huagongshe.com/reaction/857379

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriphenylarsineHCID 11773—
Reactant1-methyl-2-(tributylstannyl)-1H-pyrroleHCID 2769397—
ReactantHCID 58760744HCID 58760744—
CatalystBis(dibenzylideneacetone)palladiumHCID 9811564—
SolventDimethylformamideHCID 6228—
ProductHCID 58760715HCID 58760715102.8%

Reaction Conditions

Temperature90 °C

Reaction Steps

To a solution of (4S)-4-benzyl-3-({8-bromo-9-[(4-chlorophenyl)thio]-6-fluoro-2,3-dihydro-1H-pyrrolo[1,2-a]indol-1-yl}acetyl)-1,3-oxazolidin-2-one (Example 7A, Step 3, 230 mg, 0.38 mmol) in DMF (4 mL) were added tris(dibenzylideneacetone)dipalladium(0) (37 mg, 0.04 mmol), triphenyl arsine (49 mg, 0.16 mmol) and 1-methyl-2-(tributylstannyl)-1H-pyrrole (211 mg, 0.57 mmol). The mixture was degassed and stirred at 90° C. for 4 hours. The reaction was poured in 1N HCl and extracted with EtOAc. The combined organic layers were washed with brine, dried over Na2SO4 and concentrated. The residue was purified by silica gel chromatography eluted with 20% EtOAc/toluene to give 240 mg of the title compound as an orange oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07144913B2
Source datasetuspto-grants-2006_12
ORD IDord-08ba0b9666c64270ae10219f966df9f2
Source noteuspto-grants-2006_12