Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hexane | HCID 8058 | — |
| Reactant | Potassium Cyanide | HCID 9032 | — |
| Reactant | Triphenylphosphine | HCID 11776 | — |
| Reactant | HCID 21942418 | HCID 21942418 | — |
| Catalyst | Zinc | HCID 23994 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | HCID 10220533 | HCID 10220533 | 23.3% |
Reaction Steps
A mixture of 5-[3-trifluoromethanesulfonylphenyl]-3-[pyridin-2-yl]-1,2-oxazole (98 mg, 0.26 mmol), KCN (230 mg, 4 mmol), NiBr2(PPh3)2 (52.4 mg, 0.07 mmol), and PPh3 (42 mg, 0.16 mmol) in acetonitrile (1 mL) was treated with zinc powder (20 mg, 0.3 mmol) and the mixture was heated overnight at 60° C. Silica gel chromatography of the resulting mixture using a gradient of hexane to ethyl acetate afforded 15 mg (23%) of 5-[3-cyanophenyl]-3-[pyridin-2-yl]-1,2-oxazole as a white solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US06660753B2 |
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| Source dataset | uspto-grants-2003_12 |
|---|
| ORD ID | ord-8ed7f1511cdc428ea9ea49f5ec7ef3cb |
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| Source note | uspto-grants-2003_12 |
|---|
