Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | L-Proline | HCID 145742 | — |
| Reactant | Methyl 8-oxononanoate | HCID 538606 | — |
| Reactant | 3-Pyridinecarboxaldehyde, 2-amino- | HCID 737633 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | HCID 20691579 | HCID 20691579 | — |
Reaction Steps
To a stirred solution of methyl 8-oxo-nonanoate 29-2 (3.8 g, 20.4 mmol) in absolute ethanol (100 mL) was added 2-aminopyridine-3-carboxaldehyde (2.49 g, 20.4 mmol) and L-proline (1.17 g, 10.2 mmol) and the mixture was heated to 95° C. for 18 hours, after which the mixture was cooled to ambient temperature and then concentrated at reduced pressure. The resulting solid was purified by flash column chromatography over silica gel with 95:5 ethyl acetate/methanol to give 29-3 as a white solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06297249B1 |
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| Source dataset | uspto-grants-2001_10 |
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| ORD ID | ord-a75ae1c2889e47d9974f29bae2fba3f1 |
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| Source note | uspto-grants-2001_10 |
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