Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Methyl Nicotinate | HCID 7151 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | tert-butyl 4-(N-hydroxyamidino)-piperazine-1-carboxylate | HCID 178452346 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | HCID 11992997 | HCID 11992997 | 9.1% |
Reaction Steps
tert-Butyl 4-(N-hydroxyamidino)-piperazine-1-carboxylate (320 mg) prepared in Example 36 was dissolved in 3 ml of tetrahydrofuran, 36 mg of sodium hydride was added thereto, the mixture was stirred at 60° C. for 15 minutes, a solution of 360 mg of methyl nicotinate in 2 ml of tetrahydrofuran was added thereto and the mixture was heated to reflux for 1 hour. The reaction solution was diluted with ethyl acetate, washed with water and a saturated saline solution and dried over sodium sulfate. The residue prepared by evaporation of the solvent was purified by a preparative thin-layer silica gel chromatography (hexane:ethyl acetate=1:1) to give 39.7 mg of the title compound as a white solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07858800B2 |
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| Source dataset | uspto-grants-2010_12 |
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| ORD ID | ord-19d3ae553aa14252ac399710783c2270 |
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| Source note | uspto-grants-2010_12 |
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