Methyl morpholine oxide → HCID 86658047, Verbindung

HRID 577809Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 577809
[NH2:1][C:2]1[C:6]2[CH:7]=[C:8]([CH2:20][OH:21])[C:9]([N:12]3[CH2:17][C@H:16]([CH3:18])[O:15][C@H:14]([CH3:19])[CH2:13]3)=[C:10]([F:11])[C:5]=2[O:4][N:3]=1.C[N+]1([O-])CCOCC1>C(Cl)Cl.CC#N.CCC[N+](CCC)(CCC)CCC.[O-][Ru](=O)(=O)=O>[NH2:1][C:2]1[C:6]2[CH:7]=[C:8]([CH:20]=[O:21])[C:9]([N:12]3[CH2:17][C@H:16]([CH3:18])[O:15][C@H:14]([CH3:19])[CH2:13]3)=[C:10]([F:11])[C:5]=2[O:4][N:3]=1

Komponenten

5

Edukt 2

HCID 82029Methyl morpholine oxideHCID 67359017{3-amino-6-[(2R,6S)-2,6-dimethylmorpholin-4-yl]-7-fluoro-1,2-benzisoxazol-5-yl}methanol2×

Produkt 1

HCID 86658047HCID 86658047, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 178419074HCID 178419074, VerbindungKatalysatorHCID 21877088Acetonitrile methylene chlorideLösungsmittel

Versuchsvorschrift

To an ice-cooled solution of {3-amino-6-[(2R,6S)-2,6-dimethylmorpholin-4-yl]-7-fluoro-1,2-benzisoxazol-5-yl}methanol (Intermediate 7, 200 mg, 0.67 mmol) in CH2Cl2/CH3CN mixture (4 mL, 1:1 v/v) was added NMO (119 mg, 1.0 mmol) followed TPAP (23 mg, 0.06 mmol) and mixture stirred for 2 h at room temperature. The reaction mixture filtered thorough a silica gel bed and washed with EtOAc. The organic phase concentrated under reduced pressure to give the title compound as a yellow solid. Yield: 100 mg, (50%).

Aufarbeitung

  1. filtrationThe reaction mixture filtered thorough a silica gel bed
  2. washwashed with EtOAc
  3. concentrationThe organic phase concentrated under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-720f620abe0f459eb42473cc17a0d4f1
Quelldatensatz
uspto-grants-2015_05
Patentnummer
US09040528B2

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