Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Methanol | HCID 887 | — |
| Reactant | Dimethylformamide | HCID 6228 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | HCID 118037923 | HCID 118037923 | — |
| Reactant | HCID 178418416 | HCID 178418416 | — |
| Catalyst | Bis(cyclopenta-1,4-dien-1-yl(diphenyl)phosphane);dichloropalladium;iron(2+) | HCID 178418228 | — |
| Solvent | Water | HCID 962 | — |
| Product | HCID 118037562 | HCID 118037562 | — |
Reaction Steps
A mixture of tert-butyl 4-(4-bromo-2-oxopyridin-1(2H)-yl)piperidine-1-carboxylate (14.7 g), triethylamine (11.5 mL), methanol (50 mL), 1,1′-bis(diphenylphosphino)ferrocene-palladium(II) dichloride (3.01 g), and DMF (137 mL) was stirred at 80 C for 4 hours in a carbon monooxide atmosphere of 0.3 MPa. Water was added to the reaction mixture, followed by extraction with ethyl acetate twice. The obtained organic layer was washed with saturated saline twice and dried over anhydrous magnesium sulfate, and then, the solvent was distilled off under reduced pressure. The obtained residue was purified by silica gel column chromatography (hexane/ethyl acetate) and silica gel column chromatography (NH, hexane/ethyl acetate) to obtain the title compound (8.32 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09120777B2 |
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| Source dataset | uspto-grants-2015_09 |
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| ORD ID | ord-464b520c007d45b58b9571e8809b1e34 |
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| Source note | uspto-grants-2015_09 |
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