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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1847212Generated: November 1, 2026

Triphenylphosphine → 3-fluoro-N-{2-[2-(trimethylsilyl)-1H-pyrrolo[3,2-c]pyridin-3-yl]ethyl}benzamide

https://huagongshe.com/reaction/1847212

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriphenylphosphineHCID 11776—
ReactantLithium ChlorideHCID 433294—
ReactantSodium AcetateHCID 517045—
Reactant4-Amino-3-iodopyridineHCID 1516510—
Reactant3-fluoro-N-[4-(trimethylsilyl)-3-butynyl]benzamideHCID 67254945—
Catalystpalladium(II) acetateHCID 167845—
SolventWaterHCID 962—
SolventDimethylformamideHCID 6228—
SolventAcetonitrileHCID 6342—
Product3-fluoro-N-{2-[2-(trimethylsilyl)-1H-pyrrolo[3,2-c]pyridin-3-yl]ethyl}benzamideHCID 67254910—

Reaction Steps

A suspension of 3-iodo-4-pyridineamine (594 mg), 3-fluoro-N-[4-(trimethylsilyl)-3-butynyl]benzamide (710 mg), palladium acetate (61 mg), triphenylphosphine (142 mg), sodium acetate (443 mg) and lithium chloride (115 mg) in N,N-dimethylformamide (6 mL) and acetonitrile (3 mL) was irradiated with microwave (100 W) for 30 minutes, poured into water and then extracted with ethyl acetate. The organic layer was washed in turn with an aqueous saturated sodium hydrogen carbonate solution and saturated saline, dried over anhydrous sodium sulfate and then concentrated. The residue was purified by silica gel column chromatography (parallel separation purification system) to obtain the titled compound having the following physical properties (404.8 mg).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08952158B2
Source datasetuspto-grants-2015_02
ORD IDord-17b21918380847eb8e592f92346e8a1f
Source noteuspto-grants-2015_02