HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
tert-Butanol → tert-butyl N-(4-bromo-1-methyl-1H-pyrazol-5-yl)carbamate
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | tert-Butanol | HCID 6386 | — |
| Edukt | Triethylamine | HCID 8471 | — |
| Edukt | P,P-Diphenylphosphinic azide | HCID 199401 | — |
| Edukt | 4-Bromo-1-methyl-1H-pyrazole-5-carboxylic acid | HCID 673686 | — |
| Lösungsmittel | Toluene | HCID 1140 | — |
| Produkt | tert-butyl N-(4-bromo-1-methyl-1H-pyrazol-5-yl)carbamate | HCID 67957972 | — |
Reaktionsschritte
4-Bromo-2-methyl-2H-pyrazole-3-carboxylic acid (2 g, 9.76 mmol) and triethylamine (1.50 mL, 10.73 mmol) were combined in toluene (10 mL). Diphenylphosphoryl azide (2.31 mL, 10.73 mmol) was added and the reaction stirred at room temperature for 3 hours. tert-Butanol (1.12 mL, 11.71 mmol) was added and the reaction was stirred at 60° C. overnight. After cooling the t-BuOH was removed under vacuum and the reaction was submitted to EtOAc/H2O workup. The crude material was purified via silica gel chromatography (0-100% EtOAc in hexanes) to give the title compound.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US09272990B2 |
| Quelldatensatz | uspto-grants-2016_03 |
| ORD ID | ord-42ab1a38aafa4a9999ebc7f8487eebf0 |
| Quellennotiz | uspto-grants-2016_03 |