Methanol → 5-(Benzoxazol-2-yl)-2-(tetrahydropyran-4-yl)aminoaniline

HRID 74186

Reaktionsgleichung

Reaktionsgleichung von HRID 74186
[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](C2CCOCC2)=[C:14]([N+:16]([O-])=O)[CH:15]=1.[CH3:25][OH:26]>C1COCC1.[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:11]=[CH:12][C:13]([NH:3][CH:4]2[CH2:5][CH2:6][O:26][CH2:25][CH2:9]2)=[C:14]([CH:15]=1)[NH2:16]

Komponenten

5

Edukt 2

HCID 887MethanolHCID 674981085-(Benzoxazol-2-yl)-2-(tetrahydropyran-4-yl)nitrobenzene

Produkt 1

HCID 674988065-(Benzoxazol-2-yl)-2-(tetrahydropyran-4-yl)aminoanilineAusbeute 89,1 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 23938PalladiumKatalysatorHCID 8028TetrahydrofuranLösungsmittel

Versuchsvorschrift

5-(Benzoxazol-2-yl)-2-(tetrahydropyran-4-yl)nitrobenzene (see Working Example 20-1) (1.00 g, 0.76 mol) was dissolved in a solvent mixture of THF (50 mL) and methanol (50 mL), and Pd/C (5%, wet, 0.5 g) was added to carry out a hydrogenation reaction. After being stirred overnight at room temperature, the catalyst was removed by filtration and the filtrate was concentrated under reduced pressure to yield the title compound (812 mg, 89.1%) as a gray solid.

Aufarbeitung

  1. additionwas added
  2. customa hydrogenation reaction
  3. customthe catalyst was removed by filtration
  4. concentrationthe filtrate was concentrated under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-db448fdc435e4d0a9b8ec2680e8c8fa4
Quelldatensatz
uspto-grants-2014_09
Patentnummer
US08829035B2

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