Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|
| Edukt | Sodium Carbonate | HCID 10340 | — |
| Edukt | 3-Amino-6-bromo-N-pyridin-3-ylpyrazine-2-carboxamide | HCID 10402162 | — |
| Edukt | (3-Methoxy-propyl)-3-[4-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-phenyl]-propyl-carbamic acid tert-butyl ester | HCID 58065590 | — |
| Katalysator | Bis(cyclopenta-1,4-dien-1-yl(diphenyl)phosphane);dichloropalladium;iron(2+) | HCID 178418228 | — |
| Lösungsmittel | Dimethylformamide | HCID 6228 | — |
| Produkt | HCID 66678170 | HCID 66678170 | — |
Reaktionsschritte
A mixture of the product of step (iv) (250 g, 0.58 mol), 3-amino-6-bromo-N-(pyridin-3-yl)pyrazine-2-carboxamide (220 g, 0.75 mol), Na2CO3 (183 g, 1.73 mol) and Pd(dppf)Cl2 (25.30 g, 35 mmol) in DMF (3 L) was stirred and degassed with N2 three times. The mixture was stirred at 70˜80° C. under N2 for 24 hours. The mixture was filtered and the filtrate concentrated to in vacuo to remove DMF. EtOAc (1.5 L) and H2O (800 mL) were charged and stirred for 1 hour at 10-25° C. The suspension was filtered, the organic phase was concentrated in vacuo and purified by column chromatography (PE: EtOAc=3:1-1:3). The crude product was re-crystallized from EtOAc-MeOH and filtered, the yellow solid was washed by EtOA and dried under reduced pressure. The subtitle compound (v) was obtained (pale yellow solid, 160 g).
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patentnummer | US08198285B2 |
|---|
| Quelldatensatz | uspto-grants-2012_06 |
|---|
| ORD ID | ord-944616c7422747fdad1ab242d2595849 |
|---|
| Quellennotiz | uspto-grants-2012_06 |
|---|
