Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Dimethyl acetylenedicarboxylate | HCID 12980 | — |
| Reactant | Hydroxyamine hydrochloride | HCID 443297 | — |
| Reactant | HCID 21098156 | HCID 21098156 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | HCID 58786857 | HCID 58786857 | — |
Reaction Steps
A solution of 1-benzyl 4-tert-butyl 2-cyano-2-methylpiperazine-1,4-dicarboxylate (C-41) in EtOH was added to a solution of Et3N (3.2 eq) and NH2OH HCl (3 eq) in EtOH. The mixture was stirred 2 hr at 40° C. After evaporation of the solvent, the residue was diluted with AcOEt, washed with water, dried over Na2SO4, filtered and concentrated. The residue was further dissolved in chloroform and dimethylacetylenedicarboxylate (1.5 eq) added to the stirred solution. Reaction was refluxed over night. The mixture was evaporated and the residue was purified by flash chromatography on silica gel (petroleum ether/AcOEt, 65:35) affording (C-42).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07459452B2 |
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| Source dataset | uspto-grants-2008_12 |
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| ORD ID | ord-7267064be45942a89ed7d04b52bbcc79 |
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| Source note | uspto-grants-2008_12 |
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