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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 74211Erstellt: 25. Oktober 2026

Potassium Carbonate → 5-(Benzoxazol-2-yl)-2-(imidazol-2-yl)-1-(tetrahydropyran-4-yl)benzimidazole

https://huagongshe.com/reaction/74211

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktPotassium CarbonateHCID 11430—
Edukt1H-imidazole-2-carbaldehydeHCID 24955—
EduktPotassium hydroxy sulfiteHCID 23707502—
Edukt5-(Benzoxazol-2-yl)-2-(tetrahydropyran-4-yl)aminoanilineHCID 67498806—
LösungsmittelWaterHCID 962—
LösungsmittelDimethylformamideHCID 6228—
Produkt5-(Benzoxazol-2-yl)-2-(imidazol-2-yl)-1-(tetrahydropyran-4-yl)benzimidazoleHCID 13639103212,6%

Reaktionsschritte

5-(Benzoxazol-2-yl)-2-(tetrahydropyran-4-yl)aminoaniline (see Working Example 20-2) (0.10 g, 0.32 mmol) was dissolved in DMF (3 mL) and water (0.1 mL), 2-imidazolecarbaldehyde (0.03 g, 0.31 mmol) was added followed by oxone (0.13 g, 0.21 mmol), and this was stirred at room temperature for 2.5 hours. Aqueous potassium carbonate solution (0.10 g/15 mL) was added to the reaction solution. This was extracted with chloroform, washed with water, and after drying over magnesium sulfate, this was concentrated and purified by silica gel column chromatography. The crystals obtained were washed with hexane and a small amount of ethyl acetate, and dried to yield the title compound (15 mg, 12.1% yield) as light brown crystals.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08829035B2
Quelldatensatzuspto-grants-2014_09
ORD IDord-a4263ec0063344978447f9f58a5bf532
Quellennotizuspto-grants-2014_09