HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Potassium Carbonate → phenyl 3-tert-butyl-1-methyl-1H-pyrazol-5-ylcarbamate
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Potassium Carbonate | HCID 11430 | — |
| Edukt | Phenyl chloroformate | HCID 15891 | — |
| Edukt | 3-tert-Butyl-1-methyl-1H-pyrazol-5-amine | HCID 2735287 | — |
| Lösungsmittel | Tetrahydrofuran | HCID 8028 | — |
| Produkt | phenyl 3-tert-butyl-1-methyl-1H-pyrazol-5-ylcarbamate | HCID 46196890 | 39,2% |
Reaktionsschritte
To a suspension of 3-tert-butyl-1-methyl-1H-pyrazol-5-amine (0.75 g, 9.8 mmol) and potassium carbonate (1.76 g, 12.7 mmol) in THF (20 mL) at 0° C. was added dropwise phenyl chloroformate (0.7 mL, 10.8 mmol). The mixture was stirred at rt for 16 h. The mixture was then filtered through celite and solvent was removed under reduced pressure. The crude residue was purified by silica gel flash chromatography, eluting with 0% to 100% EtOAc in hexanes, to afford phenyl 3-tert-butyl-1-methyl-1H-pyrazol-5-ylcarbamate (1.05 g, 39% yield). LCMS (ESI) m/z 348 (M+H)+; 1H NMR (300 MHz, DMSO-d6) δ 10.11 (br s, 1H), 7.45-7.40 (m, 2H), 7.29-7.21 (m, 3H), 6.04 (s, 1H), 3.58 (s, 3H), 1.20 (s, 9H).
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US09296722B2 |
| Quelldatensatz | uspto-grants-2016_03 |
| ORD ID | ord-c4cb4fa7029c44b7a5dc6648026e64ce |
| Quellennotiz | uspto-grants-2016_03 |