HuagongsheHuagongshe Chemistry Print Report · For research reference only
Cesium carbonate → HCID 59013890, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Cesium carbonate | HCID 10796 | — |
| Reactant | 4-(Chloromethyl)pyridinium chloride | HCID 74570 | — |
| Reactant | Tert-butyl 4-(2-hydroxyphenyl)piperazine-1-carboxylate | HCID 11543684 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 59013890 | HCID 59013890 | 67.7% |
Reaction Steps
A mixture of 4-(2-Hydroxy-phenyl)-piperazine-1-carboxylic acid tert-butyl ester (18 mmol, 5 g), DMF (40 ml) and cesium carbonate (40 mmol, 13 g) was stirred at room temperature for 15 minutes, followed by addition of 4-picolyl chloride hydrochloride (18 mmol, 2.953 g). The resulting mixture was stirred at room temperature overnight. The reaction mixture was poured onto ice/water and extracted with ethyl acetate (3×). The combined organic layer was washed with Sat. NaCl. The crude product was purified on silica column using 75% EtOAc/hexanes to give 4-[2-(Pyridin-4-ylmethoxy)-phenyl]-piperazine-1-carboxylic acid tert-butyl ester (4.5 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08013156B2 |
| Source dataset | uspto-grants-2011_09 |
| ORD ID | ord-d00c9a93f8e0429da7cacc56c8271957 |
| Source note | uspto-grants-2011_09 |