Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sodium Methoxide | HCID 10942334 | — |
| Reactant | HCID 18358043 | HCID 18358043 | — |
| Reactant | HCID 22416550 | HCID 22416550 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 22416572 | HCID 22416572 | 74% |
Reaction Steps
To a solution of 2-nitroxyethylamine hydrochloride (1.36 g, 9.54 mmol) in DMF (3.5 ml) was added sodium methoxide (470 mg, 8.7 mmol) followed by a solution of propyl N-cyano-6-amino-3-pyridinecarboximidate (355 mg, 1.74 mmol) in DMF (2 ml) described in Example 5 of Experimental Example 1, and the mixture was stirred at room temperature for 3 hours. After the reaction was completed, the reaction mixture was evaporated under reduced pressure. The residue was suspended in water and extracted with chloroform. The chloroform layer was dried over anhydrous sodium sulfate and concentrated under reduced pressure. The residue thus obtained was purified by silica gel column chromatography with a mixed solvent of methanol and chloroform as an eluent to give the title compound (284 mg, yield 74%) as colorless crystals.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US05508293 |
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| Source dataset | uspto-grants-1996_04 |
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| ORD ID | ord-0032b5f5054e4bf49dd1a2224f829a3b |
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| Source note | uspto-grants-1996_04 |
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