HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 401579Erstellt: 23. Oktober 2026
Potassium Carbonate → tert-butyl 6-(4-(N-methylsulfamoyl)phenyl)pyridin-2-ylcarbamate
https://huagongshe.com/de/reaction/401579
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|
| Edukt | Potassium Carbonate | HCID 11430 | — |
| Edukt | Tert-butyl (6-bromopyridin-2-YL)carbamate | HCID 13040380 | — |
| Edukt | 4-((Methylamino)sulphonyl)benzene boronic acid | HCID 44118763 | — |
| Katalysator | HCID 178418397 | HCID 178418397 | — |
| Lösungsmittel | Water | HCID 962 | — |
| Lösungsmittel | Dimethylformamide | HCID 6228 | — |
| Produkt | tert-butyl 6-(4-(N-methylsulfamoyl)phenyl)pyridin-2-ylcarbamate | HCID 59166177 | 72,2% |
Reaktionsschritte
To a solution of 4-(N-methylsulfamoyl)phenylboronic acid (17.2 g, 0.08 mol) and (6-bromo-pyridin-2-yl)carbamic acid tert-butyl ester (21.9 g, 0.08 mol) in DMF (125 mL) and H2O (125 mL) were added Pd(PPh3)4 (9.2 g, 0.008 mol) and K2CO3 (16.6 g, 0.12 mol). The resulting mixture was degassed by gently bubbling argon through the solution for 5 minutes at 20° C. The reaction mixture was then heated at 80° C. for 16 h. The mixture was evaporated under reduced pressure, then poured into H2O, and extracted with EtOAc. The organic phase was dried over Na2SO4, and was evaporated under reduced pressure to give tert-butyl 6-(4-(N-methylsulfamoyl)phenyl)pyridin-2-ylcarbamate (21 g, 58%), which was used in the next step without further purification.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patentnummer | US08741933B2 |
|---|
| Quelldatensatz | uspto-grants-2014_06 |
|---|
| ORD ID | ord-2eb8d0ce5db943a183f86d1988fe29d5 |
|---|
| Quellennotiz | uspto-grants-2014_06 |
|---|