HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Bicyclo[2.2.1]heptane-1-methanesulfonic acid, 7,7-dimethyl-2-oxo-, (1S)- → [4-(6-Bromo-imidazo[1,2-a]pyrazin-8-ylamino)-phenyl]-morpholin-4-yl-methanone
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Bicyclo[2.2.1]heptane-1-methanesulfonic acid, 7,7-dimethyl-2-oxo-, (1S)- | HCID 18462 | — |
| Edukt | 4-(Morpholine-4-carbonyl)aniline | HCID 577815 | — |
| Edukt | 6,8-Dibromoimidazo[1,2-a]pyrazine | HCID 15025843 | — |
| Lösungsmittel | Isopropanol | HCID 3776 | — |
| Produkt | [4-(6-Bromo-imidazo[1,2-a]pyrazin-8-ylamino)-phenyl]-morpholin-4-yl-methanone | HCID 59754722 | 69,1% |
Reaktionsschritte
A solution of 6,8-dibromoimidazo[1,2-a]pyrazine (500 mg, 1.8 mmol), (4-aminophenyl)(morpholino)-methanone (408 mg, 1.98 mmol) and CSA (356 mg, 1.53 mmol) in iPrOH (30 mL) was stirred at 90° C. overnight. The solvent was evaporated. The residue was dissolved in DCM (30 mL). A NaHCO3 solution (10 mL) was added to adjust to pH=8. The organic layer was separated and dried over Na2SO4. The drying agent was removed by filtration and the resultant solution was concentrated in vacuo. The residue was purified through a silica-gel column (ethyl acetate:petroleum ether=1:1) to give the desired product as a yellow solid (500 mg, 69% yield).
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US08742098B2 |
| Quelldatensatz | uspto-grants-2014_06 |
| ORD ID | ord-c6840eee566d4e19b0a32f6307d415b6 |
| Quellennotiz | uspto-grants-2014_06 |