HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
2-Amino-5-bromopyridine → benzyl (E)-3-(6-aminopyridin-3-yl)acrylate
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | 2-Amino-5-bromopyridine | HCID 70622 | — |
| Edukt | Benzyl acrylate | HCID 75617 | — |
| Edukt | Tri-o-tolylphosphine | HCID 80271 | — |
| Edukt | Diisopropylethylamine | HCID 81531 | — |
| Katalysator | palladium(II) acetate | HCID 167845 | — |
| Lösungsmittel | Propionitrile | HCID 7854 | — |
| Produkt | benzyl (E)-3-(6-aminopyridin-3-yl)acrylate | HCID 11128853 | 39,3% |
Reaktionsschritte
A solution of 2-amino-5-bromopyridine (2.25 g, 13.0 mmole), benzyl acrylate (3.2 g, 19.7 mmole), Pd(OAc)2 (0.31 g, 1.4 mmole), tri-ortho-tolylphosphine (0.73 g, 2.4 mmole), and diisopropylethylamine (3.5 mL, 20.0 mmole) in propionitrile (50 mL) was heated at reflux overnight. The dark mixture was filtered through Celite®, and the filtrate was concentrated. Flash chromatography on silica gel (3% MeOH/CH2Cl2) gave the title compound (1.3 g, 39%): MS (ES) m/e 255 (M+H)+.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US07741339B2 |
| Quelldatensatz | uspto-grants-2010_06 |
| ORD ID | ord-084ea8b076b0498e837cf0a5106a25e5 |
| Quellennotiz | uspto-grants-2010_06 |