HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → 1-(N,N'-Bis(tert-butoxycarbonyl)carbamimidoyl)piperidine-4-carboxylic acid
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | N,N'-Bis(tert-butoxycarbonyl)-1H-pyrazole-1-carboxamidine | HCID 4428040 | — |
| Reactant | Piperidine-4-carboxylic acid trifluoroacetate salt | HCID 90014521 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | 1-(N,N'-Bis(tert-butoxycarbonyl)carbamimidoyl)piperidine-4-carboxylic acid | HCID 131736299 | 76% |
Reaction Steps
To a solution of piperidine-4-carboxylic acid trifluoroacetate salt (0.20 g, 0.82 mmol) in methanol (10 mL), triethylamine (0.20 mL, 1.6 mmol) and N,N′-bis{[(2-methyl-2-propanyl)oxy]carbonyl}-1H-pyrazole-1-carboximidamide (0.30 g, 0.98 mmol) was added and the reaction mixture stirred at room temperature for 18 h. The solvent was evaporated under reduced pressure and the resulting residue dissolved in ethyl acetate and washed with brine. The organic layer was dried and concentrated to dryness to obtain the title compound (200 mg, 76%) as a white solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09394250B2 |
| Source dataset | uspto-grants-2016_07 |
| ORD ID | ord-83991b3e84934ade90b87135aac581d9 |
| Source note | uspto-grants-2016_07 |