HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Water → [3-(5-chloro-1H-pyrrolo[2,3-b]pyridine-3-carbonyl)-2,4-difluorophenyl]-carbamic acid benzyl ester
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Water | HCID 962 | — |
| Edukt | Triacetoxyperiodinane | HCID 159087 | — |
| Edukt | {3-[(5-chloro-1H-pyrrolo[2,3-b]pyridin-3-yl)-hydroxy-methyl]-2,4-difluoro-phenyl}-carbamic acid benzyl ester | HCID 58087936 | — |
| Lösungsmittel | Tetrahydrofuran | HCID 8028 | — |
| Produkt | [3-(5-chloro-1H-pyrrolo[2,3-b]pyridine-3-carbonyl)-2,4-difluorophenyl]-carbamic acid benzyl ester | HCID 58087931 | 91% |
Reaktionsschritte
Into a round bottom flask was added {3-[(5-chloro-1H-pyrrolo[2,3-b]pyridin-3-yl)-hydroxy-methyl]-2,4-difluoro-phenyl}-carbamic acid benzyl ester (6, 1.01 g, 2.28 mmol) in 5.00 mL of tetrahydrofuran. Dess-Martin periodinane (1.20 g, 2.89 mmol) was added in portions. The reaction mixture was stirred at room temperature for 10 minutes, then poured into water and extracted with ethyl acetate. The organic layer was washed with brine, dried over sodium sulfate, filtered and the filtrate concentrated under vacuum and purified by silica gel chromatography to give the desired compound (7, 914 mg, 91%). MS (ESI) [M+H+]+=442.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US08198273B2 |
| Quelldatensatz | uspto-grants-2012_06 |
| ORD ID | ord-24bd0f88450d423bae1eebea8ca43061 |
| Quellennotiz | uspto-grants-2012_06 |