5-(Benzoxazol-2-yl)-2-(furan-2-yl)-1-(tetrahydropyran-4-yl)benzimidazole → 5-(Benzoxazol-2-yl)-2-(tetrahydrofuran-2-yl)-1-(tetrahydropyran-4-yl)benzimidazole
Reaktionsgleichung
[O:1]1[C:5]2[CH:6]=[CH:7][CH:8]=[CH:9][C:4]=2[N:3]=[C:2]1[C:10]1[CH:29]=[CH:28][C:13]2[N:14]([CH:22]3[CH2:27][CH2:26][O:25][CH2:24][CH2:23]3)[C:15]([C:17]3[O:18][CH:19]=[CH:20][CH:21]=3)=[N:16][C:12]=2[CH:11]=1.[H][H]>CO.C(OCC)(=O)C.[C].[Pd]>[O:1]1[C:5]2[CH:6]=[CH:7][CH:8]=[CH:9][C:4]=2[N:3]=[C:2]1[C:10]1[CH:29]=[CH:28][C:13]2[N:14]([CH:22]3[CH2:23][CH2:24][O:25][CH2:26][CH2:27]3)[C:15]([CH:17]3[CH2:21][CH2:20][CH2:19][O:18]3)=[N:16][C:12]=2[CH:11]=1Komponenten
5
Edukt 2
Produkt 1
Reagenzien, Katalysatoren, Lösungsmittel 2
Versuchsvorschrift
To a solution of 5-(benzoxazol-2-yl)-2-(furan-2-yl)-1-(tetrahydropyran-4-yl)benzimidazole (see Working Example 63) (90 mg, 0.234 mmol) in methanol/ethyl acetate (1:1, 6 mL) was added 10% palladium-carbon (20 mg), a hydrogen atmosphere was substituted in the flask, and this was stirred at room temperature for 20 hours. After the reaction was complete, this was filtered through Celite and the filtrate was concentrated. The residue obtained was purified by silica gel column chromatography to yield the title compound (31.4 mg, 34% yield) as a colorless amorphous mass.
Aufarbeitung
- filtrationthis was filtered through Celite
- concentrationthe filtrate was concentrated
- customThe residue obtained
- customwas purified by silica gel column chromatography
Quellen und Nachweise
- ORD-Eintrag
- ord-7cfc2e43078a4c55b3dedb92311d9af8
- Quelldatensatz
- uspto-grants-2014_09
- Patentnummer
- US08829035B2
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