Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Pyridine | HCID 1049 | — |
| Reactant | 145815-98-1 | HCID 135462830 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 135449000 | HCID 135449000 | 65% |
Reaction Steps
A mixture of the oxime acetate formed in step c (4.48 g, 18.0 mmol) and pyridine (14.6 mL, 180 mmol) in dimethylformamide (DMF) (660 mL) was heated at 125-130° C. for 4 hours. The cooled reaction mixture was poured over water and extracted with EtOAc (4 times). The combined organic layer was washed with water and brine and dried (MgSO4), filtered, and concentrated. Purification by silica gel flash chromatography (50% EtOAc/hexanes→100% EtOAc) gave the title compound (2.20 g, 65%) as a pale yellow-orange solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06326382B1 |
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| Source dataset | uspto-grants-2001_12 |
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| ORD ID | ord-8cf4c7f019ff4d90a7f528d620dc0f12 |
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| Source note | uspto-grants-2001_12 |
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