Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Diethyl Ether | HCID 3283 | — |
| Reactant | 3-Methylpiperidine | HCID 79081 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | 1H-1,2,4-Triazole-1-carboximidamide--hydrogen chloride (1/1) | HCID 16218515 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 46736522 | HCID 46736522 | 83% |
Reaction Steps
A mixture of 3-methylpiperidine (2.347 ml, 20 mmol), diisopropylethylamine (3.49 ml, 20.00 mmol) and 1H-1,2,4-triazole-1-carboximidamide hydrochloride (2.444 g, 22.00 mmol) in N,N-dimethylformamide (10 ml) was stirred at room temperature overnight. Ether (50 ml) was added to the reaction mixture and the mixture was stirred at room temperature for 10 minutes. The ether layer was separated and DMF layer 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 (20 ml) was added to the residue and the mixture was stirred at 5° C. The resulting solid was triturated with ether, collected, washed with ether and dried to give the title compound as a colourless solid (2.95 g, 83%). LC/MS [M+H]+=142.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US09133178B2 |
|---|
| Source dataset | uspto-grants-2015_09 |
|---|
| ORD ID | ord-c158fdf20f5348ff97621482ae302e35 |
|---|
| Source note | uspto-grants-2015_09 |
|---|