HuagongsheHuagongshe Chemistry Print Report · For research reference only
4-Methylmorpholine → 1-tert-Butoxycarbonyl-4-[4-(4-pyridyl)benzoyl]piperazine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 4-Methylmorpholine | HCID 7972 | — |
| Reactant | 1-Hydroxybenzotriazole | HCID 75771 | — |
| Reactant | tert-Butyl piperazine-1-carboxylate | HCID 143452 | — |
| Reactant | 1,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochloride | HCID 2723939 | — |
| Reactant | 4-(Pyridin-4-yl)benzoic acid hydrochloride | HCID 57432607 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 1-tert-Butoxycarbonyl-4-[4-(4-pyridyl)benzoyl]piperazine | HCID 22709443 | — |
Reaction Steps
In N,N-dimethylformamide (40 ml), 4-(4-pyridyl)benzoic acid hydrochloride (654 mg) and tert-butyl 1-piperazinecarboxylate (569 mg) were suspended. To the resulting suspension, 1-hydroxybenzotriazole (374 mg) and N-methylmorpholine (336 pl) were added. The resulting mixture was ice cooled, followed by the addition of 1-(3-dimethylaminopropyl-3-ethylcarbodiimide hydrochloride (796 mg). After stirring at room temperature for 7 hours, the solvent was distilled off. The residue was purified by chromatography on a silica gel column (2% methanol-dichloromethane), followed by washing with hexane, whereby the title compound (905 mg, 89%) was obtained.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06525042B1 |
| Source dataset | uspto-grants-2003_02 |
| ORD ID | ord-0526c3bc96544cb698be5898c6734cdc |
| Source note | uspto-grants-2003_02 |