2-Chlorobenzaldehyde → 5-(Benzoxazol-2-yl)-2-(2-chlorophenyl)-1-(tetrahydropyran-4-yl)benzimidazole

HRID 74307Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 74307
[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:11]=[CH:12][C:13]([NH:17][CH:18]2[CH2:23][CH2:22][O:21][CH2:20][CH2:19]2)=[C:14]([CH:16]=1)[NH2:15].[Cl:24][C:25]1[CH:32]=[CH:31][CH:30]=[CH:29][C:26]=1[CH:27]=O.OOS([O-])=O.[K+].C(=O)([O-])[O-].[K+].[K+]>CN(C)C=O>[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:11]=[CH:12][C:13]2[N:17]([CH:18]3[CH2:23][CH2:22][O:21][CH2:20][CH2:19]3)[C:27]([C:26]3[CH:29]=[CH:30][CH:31]=[CH:32][C:25]=3[Cl:24])=[N:15][C:14]=2[CH:16]=1

Komponenten

6

Edukt 4

HCID 69962-ChlorobenzaldehydeHCID 11430Potassium CarbonateHCID 23707502Potassium hydroxy sulfiteHCID 674988065-(Benzoxazol-2-yl)-2-(tetrahydropyran-4-yl)aminoaniline

Produkt 1

HCID 674982225-(Benzoxazol-2-yl)-2-(2-chlorophenyl)-1-(tetrahydropyran-4-yl)benzimidazoleAusbeute 96 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6228DimethylformamideLösungsmittel

Versuchsvorschrift

To a solution of 5-(benzoxazol-2-yl)-2-(tetrahydropyran-4-yl)aminoaniline (see Working Example 20-2) (150 mg, 0.485 mmol) in dimethylformamide (3 mL) was added o-chlorobenzaldehyde (81.8 mg, 0.582 mmol) and oxone (179 mg, 0.291 mmol), and this was stirred at room temperature for 2 hours. After the reaction was complete, aqueous potassium carbonate solution was added, and after this was filtered and washed with water, drying yielded the title compound (200 mg, 96% yield) as colorless crystals.

Aufarbeitung

  1. filtrationafter this was filtered
  2. washwashed with water
  3. customdrying

Quellen und Nachweise

ORD-Eintrag
ord-ed4d84b7757a49259b4b0b015ca37647
Quelldatensatz
uspto-grants-2014_09
Patentnummer
US08829035B2

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