HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
3-(Tributylstannyl)pyridine → 2-(4-Fluorophenyl)-1-(2-cyclopentylamino-4-pyrimidinyl)-5-(3-pyridyl)imidazo-[4,5-b]pyridine
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | 3-(Tributylstannyl)pyridine | HCID 3483848 | — |
| Edukt | 5-Chloro-2-(4-fluorophenyl)-1-(2-cyclopentylamino-4-pyrimidinyl)imidazo[4,5-b]pyridine | HCID 22486152 | — |
| Katalysator | HCID 178418476 | HCID 178418476 | — |
| Lösungsmittel | O-Xylene | HCID 7237 | — |
| Produkt | 2-(4-Fluorophenyl)-1-(2-cyclopentylamino-4-pyrimidinyl)-5-(3-pyridyl)imidazo-[4,5-b]pyridine | HCID 22486139 | 58,8% |
Reaktionsschritte
5-Chloro-2-(4-fluorophenyl)-1-(2-cyclopentylamino-4-pyrimidinyl)imidazo[4,5-b]pyridine (2 g 4.9 mmol), 3-tributylstannylpyridine (3.6 g 9.8 mmol) and PdCl2(PPh3)2 (340 mg 0.48 mmol) are heated in xylene (50 ml) for 3 h at 150° C. under argon. The reaction mixture is filtered at 60° C. and chromatographed over SiO2 (acetone/hexanes 3/7 to 6/4) to yield pale yellow crystals (1.3 g). Recrystallisation from THF/hexanes renders the title compound as colorless crystals (985 mg 45%).
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US06608072B1 |
| Quelldatensatz | uspto-grants-2003_08 |
| ORD ID | ord-da900bbac791418494c611276e8c9be9 |
| Quellennotiz | uspto-grants-2003_08 |