HuagongsheHuagongshe Chemistry Print Report · For research reference only
Potassium Carbonate → 2-Amino-5-(4-cyanophenyl)-6-(2-furyl)nicotinonitrile
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 2-Amino-5-bromo-6-(2-furyl)nicotinonitrile | HCID 12992134 | — |
| Reactant | 4-Cyanophenylboric acid | HCID 22049643 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | 2-Amino-5-(4-cyanophenyl)-6-(2-furyl)nicotinonitrile | HCID 12992136 | 15.4% |
Reaction Steps
2-Amino-5-bromo-6-(2-furyl)nicotinonitrile (20 mg, 75.7 μmol), 4-cyanophenylboric acid (30 mg, 204 μmol), dichlorobis(acetonitrile) palladium (II) (2 mg, 7.71 μmol), and a solution of 2 M aqueous potassium carbonate (150 μL, 300 μmol) in N,N-dimethylformamide (0.6 mL) was stirred at 80° C. for 14 hours. After cooling as it was, the reaction solution was diluted with ethyl acetate and water. After filtering off the insoluble matters, the organic layer in the filtrate was concentrated. A half of the residue was purified by HPLC on a reverse phase column and using a water-acetonitrile-trifluoroacetic acid system as the elution solvent, to give the title compound (3.33 mg).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06750232B2 |
| Source dataset | uspto-grants-2004_06 |
| ORD ID | ord-fcf0088410984b72aa6adb4ef9017273 |
| Source note | uspto-grants-2004_06 |