Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Dimethylformamide | HCID 6228 | — |
| Reactant | Tributylamine | HCID 7622 | — |
| Reactant | Triphenylphosphine | HCID 11776 | — |
| Reactant | HCID 59351822 | HCID 59351822 | — |
| Catalyst | palladium(II) acetate | HCID 167845 | — |
| Solvent | Formic Acid | HCID 284 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | HCID 59351636 | HCID 59351636 | 45% |
Reaction Steps
To a mixture of 7-[(2′-cyanobiphenyl-4-yl)methyl]-2-ethyl-6-oxo-5-(2-phenylethyl)-6,7-dihydrothieno[2,3-b]pyridin-4-yl trifluoromethanesulfonate (1 g), palladium acetate (0.018 g), triphenylphosphine (0.042 g), tributylamine (1.18 mL) and N,N-dimethylformamide (20 mL) was added formic acid (0.12 mL), and the mixture was stirred under argon atmosphere at 70° C. for 1 hr. The reaction mixture was diluted with ethyl acetate, washed successively with water and saturated brine, and dried over anhydrous magnesium sulfate. The solvent was evaporated under reduced pressure. The obtained residue was purified by silica gel column chromatography to give the title compound as colorless crystals (0.34 g, 45%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08501750B2 |
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| Source dataset | uspto-grants-2013_08 |
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| ORD ID | ord-8d447a62ad81435489f467d142c488bb |
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| Source note | uspto-grants-2013_08 |
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