Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | Triphenylphosphine | HCID 11776 | — |
| Reactant | HCID 15548677 | HCID 15548677 | — |
| Catalyst | Tetraethylammonium Chloride | HCID 5946 | — |
| Catalyst | palladium(II) acetate | HCID 167845 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | HCID 15548678 | HCID 15548678 | 90.7% |
Reaction Steps
To N-benzyl-N-(1-tert-butoxycarbonyl-1,2,3,6-tetrahydropyridin-4-yl)-2-iodobenzamide (2.4 g) dissolved in acetonitrile, palladium acetate (80 mg), triphenylphosphine (187 mg), anhydrous K2CO3 (987 mg) and tetraethylammonium chloride (591 mg) were added and stirred at 80° C. for 6 hours. The reaction mixture was poured into water and extracted with ethyl acetate. The ethyl acetate layer was dried over anhydrous Na2SO4 and concentrated. The residue was purified by column chromatography on silica gel (hexane/ethyl acetate=4/1 to 1/2) to give the subject compound (1.64 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US06388077B1 |
|---|
| Source dataset | uspto-grants-2002_05 |
|---|
| ORD ID | ord-2c0ae587dbaf4c5fb34acbc0ff300c9a |
|---|
| Source note | uspto-grants-2002_05 |
|---|
