Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|
| Edukt | tert-Butanol | HCID 6386 | — |
| Edukt | 2,6-Lutidine | HCID 7937 | — |
| Edukt | Sodium periodate | HCID 23667635 | — |
| Edukt | 7-Fluoro-6-vinyl-imidazo[1,2-a]pyridine | HCID 57917482 | — |
| Katalysator | Osmium | HCID 23937 | — |
| Lösungsmittel | Sodium Bicarbonate | HCID 516892 | — |
| Lösungsmittel | 1,4-Dioxane--water (1/1) | HCID 21886435 | — |
| Produkt | HCID 57917443 | HCID 57917443 | — |
Reaktionsschritte
To 7-fluoro-6-vinyl-imidazo[1,2-a]pyridine (xv) (94 mg, 0.58 mmol), sodium periodate (496 mg, 2.32 mmol) and 2,6-lutidine (0.135 mL, 1.16 mmol) in dioxane/water 3:1 (4.8 mL) was added in two portions a 2.5% solution of osmium tetroxyde in tert-butanol (2×0.728 mL, 2×0.058 mmol). The RM was stirred at rt for 19.5 h and at 50° C. for 24 h. The RM was diluted with aqueous saturated NaHCO3 and extracted twice with EtOAc. The organic layers were washed with brine, dried over Na2SO4, filtered and evaporated to dryness. The residue was purified by chromatography with DCM and MeOH to yield the title product as a brown solid (TLC RF (DCM/MeOH 9: 1)=0.40, MH+=165).
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patentnummer | US08822468B2 |
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| Quelldatensatz | uspto-grants-2014_09 |
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| ORD ID | ord-0cef86927abf407b9d0afff550992f00 |
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| Quellennotiz | uspto-grants-2014_09 |
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