HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Cesium carbonate → Ethyl cis(+/-)-3-(4-{benzyl[(benzyloxy)carbonyl]amino}-3-methoxypiperidin-1-yl)-5-methylbenzoate
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Cesium carbonate | HCID 10796 | — |
| Edukt | 1,4-Dioxane | HCID 31275 | — |
| Edukt | Ethyl 3-bromo-5-methylbenzoate | HCID 20086624 | — |
| Edukt | Benzyl benzyl[cis(+/-)-3-methoxypiperidin-4-yl]carbamate | HCID 86712358 | — |
| Katalysator | palladium(II) acetate | HCID 167845 | — |
| Lösungsmittel | Dimethylformamide | HCID 6228 | — |
| Produkt | Ethyl cis(+/-)-3-(4-{benzyl[(benzyloxy)carbonyl]amino}-3-methoxypiperidin-1-yl)-5-methylbenzoate | HCID 86648853 | 58,1% |
Reaktionsschritte
The same operation as in Example (42a) was performed using benzyl benzyl[cis (±)-3-methoxypiperidin-4-yl] carbamate obtained in Example (259c) (150 mg, 0.42 mmol), ethyl 3-bromo-5-methylbenzoate obtained in Example (259e) (103 mg, 0.42 mmol), palladium acetate (10 mg, 0.04 mmol), (±)-BINAP (53 mg, 0.08 mmol), cesium carbonate (303 mg, 0.93 mmol), 1,4-dioxane (6 mL) and DMF (1.5 mL), to obtain 126 mg of the title compound as a yellow oily substance (57%).
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US08536197B2 |
| Quelldatensatz | uspto-grants-2013_09 |
| ORD ID | ord-c6bb4212968e4789aba76182a35e8fc8 |
| Quellennotiz | uspto-grants-2013_09 |