Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Ethanimidic acid, ethyl ester, hydrochloride (1:1) | HCID 2724290 | — |
| Reactant | HCID 67390878 | HCID 67390878 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | HCID 178433996 | HCID 178433996 | 19.9% |
Reaction Steps
To a vial was added (1-hydrazinocarbonyl-cyclopropyl)-carbamic acid benzyl ester HCl salt (300 mg, 1.05 mmol), acetimidic acid ethyl ester HCl salt (195 mg, 1.58 mmol) and triethylamine (320 mg, 3.16 mmol) in toluene (8 ml). The reaction mixture was stirred at 120° C. for 18 h. The reaction mixture was concentrated in vacuo. The residue was dissolved in EtOAc/sat. NaHCO3. The organic phase was separated, washed with brine, dried under anhy. Na2SO4, filtered and concentrated. The residue was purified by prepHPLC to afford 57 mg of [1-(5-methyl-4H-[1,2,4]triazol-3-yl)-cyclopropyl]-carbamic acid benzyl ester, m/z 273.6 [M+1]+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08552205B2 |
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| Source dataset | uspto-grants-2013_10 |
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| ORD ID | ord-06aef9de875547e8a10e5b1927c9da2a |
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| Source note | uspto-grants-2013_10 |
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