HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Potassium Carbonate → (R)-1-(1-PHENYLPROPYL)-6-(QUINOLIN-5-YL)-1H-IMIDAZO[4,5-b]PYRAZIN-2(3H)-ONE
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Potassium Carbonate | HCID 11430 | — |
| Edukt | Quinolin-5-ylboronic acid | HCID 5153389 | — |
| Edukt | (R)-N2-(1-phenylpropyl)-6-(quinolin-5-yl)pyrazine-2,3-diamine | HCID 68853964 | — |
| Edukt | (R)-6-Bromo-N2-(1-phenylpropyl)pyrazine-2,3-diamine | HCID 86626386 | — |
| Katalysator | HCID 178418397 | HCID 178418397 | — |
| Lösungsmittel | Water | HCID 962 | — |
| Lösungsmittel | Dimethylformamide | HCID 6228 | — |
| Produkt | (R)-1-(1-PHENYLPROPYL)-6-(QUINOLIN-5-YL)-1H-IMIDAZO[4,5-b]PYRAZIN-2(3H)-ONE | HCID 66699594 | 93% |
Reaktionsschritte
(R)-N2-(1-phenylpropyl)-6-(quinolin-5-yl)pyrazine-2,3-diamine. (R)-6-Bromo-N2-(1-phenylpropyl)pyrazine-2,3-diamine (0.440 g, 1.43 mmol), quinoline-5-boronic acid (0.273 g, 1.58 mmol), tetrakis(triphenylphosphine)palladium (0.165 g, 0.143 mmol), potassium carbonate (0.789 g, 5.72 mmol), water (8 mL) and dimethylformamide (30 mL) were reacted according to General Procedure B. The crude was purified via Biotage silica gel chromatography (0-10% methanol/dichloromethane, 40S column) to afford the title compound (0.476 g, 93% yield). MS (ESI) m/z 356.4 [M+1]+.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US08372976B2 |
| Quelldatensatz | uspto-grants-2013_02 |
| ORD ID | ord-8a0acac74f0f457897a5d23e595e3049 |
| Quellennotiz | uspto-grants-2013_02 |