HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triphenylphosphine → 4-{[1-(1-Benzenesulfonyl-pyrrolidin-3-yl)-5-oxo-4,4-bis-pyridin-4-ylmethyl-imidazolidin-2-ylidene]-acetyl}-benzonitrile
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triphenylphosphine | HCID 11776 | — |
| Reactant | 4-(Bromoacetyl)benzonitrile | HCID 98654 | — |
| Reactant | Potassium bis(trimethylsilyl)amide | HCID 3251421 | — |
| Reactant | Sulfur | HCID 5362487 | — |
| Reactant | HCID 15462778 | HCID 15462778 | — |
| Reactant | 1-Phenylsulfonylpyrrolidin-3-ylisocyanate | HCID 21255350 | — |
| Product | 4-{[1-(1-Benzenesulfonyl-pyrrolidin-3-yl)-5-oxo-4,4-bis-pyridin-4-ylmethyl-imidazolidin-2-ylidene]-acetyl}-benzonitrile | HCID 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
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06194438B1 |
| Source dataset | uspto-grants-2001_02 |
| ORD ID | ord-fce59364d654475a95caf865fda7266a |
| Source note | uspto-grants-2001_02 |