HuagongsheHuagongshe Chemistry Print Report · For research reference only
Potassium Carbonate → 4-(3-Pyridin-4-yl-[1,2,4]oxadiazol-5-ylmethyl)piperazine-1-carboxylic acid tert-butyl ester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | tert-Butyl piperazine-1-carboxylate | HCID 143452 | — |
| Reactant | Methanesulfonic acid 3-pyridin-4-yl-[1,2,4]oxadiazol-5-ylmethyl ester | HCID 57954388 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | 4-(3-Pyridin-4-yl-[1,2,4]oxadiazol-5-ylmethyl)piperazine-1-carboxylic acid tert-butyl ester | HCID 52126492 | — |
Reaction Steps
Methanesulfonic acid 3-pyridin-4-yl-[1,2,4]oxadiazol-5-ylmethyl ester (Preparation 12, 56 mg, 0.22 mmol) and potassium carbonate (30 mg, 0.22 mmol) were added to a solution of piperazine-1-carboxylic acid tert-butyl ester (37 mg, 0.2 mmol) in acetonitrile (4 ml). The stirred mixture was heated under reflux for 18 h, the solvent removed and the residue dissolved in EtOAc-water (90:10, 50 ml). The organic phase was separated, washed with brine, dried (MgSO4) and the solvent removed to give a residue which was purified by flash chromatography (IH-EtOAc, 4:1), affording the title compound: RT=3.26 min; m/z (ES+)=346.1 [M+H]+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08207147B2 |
| Source dataset | uspto-grants-2012_06 |
| ORD ID | ord-d9d78052339349f3b8cb1699a9f53323 |
| Source note | uspto-grants-2012_06 |