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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 636809Generated: October 30, 2026

Triphenylphosphine → 4-{[1-(1-Benzenesulfonyl-pyrrolidin-3-yl)-5-oxo-4,4-bis-pyridin-4-ylmethyl-imidazolidin-2-ylidene]-acetyl}-benzonitrile

https://huagongshe.com/reaction/636809

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriphenylphosphineHCID 11776—
Reactant4-(Bromoacetyl)benzonitrileHCID 98654—
ReactantPotassium bis(trimethylsilyl)amideHCID 3251421—
ReactantSulfurHCID 5362487—
ReactantHCID 15462778HCID 15462778—
Reactant1-Phenylsulfonylpyrrolidin-3-ylisocyanateHCID 21255350—
Product4-{[1-(1-Benzenesulfonyl-pyrrolidin-3-yl)-5-oxo-4,4-bis-pyridin-4-ylmethyl-imidazolidin-2-ylidene]-acetyl}-benzonitrileHCID 70224753—

Reaction Steps

Using the same procedure as described in Example 1, 1 -phenylsulfonylpyrrolidin-3-ylisocyanate (1.38 mmol) was used in the place of 3-benzenesulfonyl-6-isothiocyanato-3-aza-bicyclo[3.1.0]hexane. After cyclization with 2-amino-3-pyridin-4-yl-2-pyridin-4-ylmethyl-propionic acid methyl ester (1.10 mmol) as described in 1B, sulfur-alkylation of 4-cyanophenacyl bromide in the presence of potassium bis(trimethylsilyl)amide as described in 1C and sulfur-extrusion in the presence of triphenylphosphine as described in 1D, 40 mg of the title compound was obtained as a white solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06194438B1
Source datasetuspto-grants-2001_02
ORD IDord-fce59364d654475a95caf865fda7266a
Source noteuspto-grants-2001_02