Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Ethyl 5-cyanonicotinate | HCID 359390 | — |
| Reactant | Hydroxyamine hydrochloride | HCID 443297 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | HCID 73990601 | HCID 73990601 | — |
Reaction Steps
Ethyl-(5-cyano-3-pyridyl)carboxylate) (WO 96/30372) (1.8 g, 10.2 mmol) was dissolved in methanol (50 mL), the solution was cooled to 0° C. then hydroxylamine hydrochloride (0.71 g, 10.2 mmol) and triethylamine (1.4 mL, 10.2 mmol) were added and the mixture was stirred at room temperature for 72 hours. The solvent was removed in vacuo, and the residue was purified by flash chromatography on silica gel (graded elution of dichloromethane/methanol 95:5 to 93:7) to give the title compound as a white solid which contained 0.3 equivalents of triethylamine hydrochloride (2.5 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06821972B2 |
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| Source dataset | uspto-grants-2004_11 |
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| ORD ID | ord-b3734df8c6e445969b89826a78e67c86 |
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| Source note | uspto-grants-2004_11 |
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