Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Diethyl Ether | HCID 3283 | — |
| Reactant | Azepane | HCID 8119 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | 1H-1,2,4-Triazole-1-carboximidamide--hydrogen chloride (1/1) | HCID 16218515 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 13237005 | HCID 13237005 | 77% |
Reaction Steps
A mixture of hexahydro-1H-azepine (5.63 ml, 50.0 mmol), diisopropylethylamine (8.73 ml, 50.0 mmol) and 1H-1,2,4-triazole-1-carboximidamide hydrochloride (6.11 g, 55 mmol) in N,N-dimethylformamide (20 ml) was stirred at room temperature over the weekend. Ether (100 ml) was added to the reaction mixture and the mixture was stirred at room temperature for 10 minutes. The ether was decanted from the solid residue. The residue was stirred with ether (50 ml) at 5° C. (ice water bath) for 10 minutes and the ether layer was separated from the residue. Ether (50 ml) was added to the residue and the mixture was stirred at 5° C. The resulting solid was collected, washed with ether and dried to give the title compound as a colourless solid (6.8 g, 77%). LC/MS [M+H]+=142.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09133178B2 |
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| Source dataset | uspto-grants-2015_09 |
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| ORD ID | ord-3a6283399b814274b0c42de9fcb1092d |
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| Source note | uspto-grants-2015_09 |
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