Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Dimethylformamide | HCID 6228 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | Phenylboronic Acid | HCID 66827 | — |
| Reactant | HCID 86690481 | HCID 86690481 | — |
| Catalyst | HCID 178418397 | HCID 178418397 | — |
| Solvent | Ethanol | HCID 702 | — |
| Solvent | Water | HCID 962 | — |
| Product | HCID 86690480 | HCID 86690480 | 87.7% |
Reaction Steps
A mixture of 4-bromo-N-propylpyridine-2-carboxamide (450 mg), phenylboronic acid (330 mg), potassium carbonate (380 mg), tetrakis(triphenylphosphine)palladium (210 mg), dimethylformamide (6.5 mL) and ethanol (3.5 mL) was stirred under irradiation with microwave while heating at 150° C. for 10 min. Water was added to the reaction mixture, followed by extraction with ethyl acetate. The organic phase was washed with water and brine, and then dried over anhydrous magnesium sulfate. After the desiccant was filtered off, the solvent was distilled off under reduced pressure. The resulting residue was purified by column chromatography (silica gel cartridge, hexane:ethyl acetate=67:33-50:50) to afford 4-phenyl-N-propylpyridine-2-carboxamide (390 mg).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08729271B2 |
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| Source dataset | uspto-grants-2014_05 |
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| ORD ID | ord-3536f8563c4743a7ac201efcf54a0535 |
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| Source note | uspto-grants-2014_05 |
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