4-[3-(Trifluoromethyl)phenyl]butan-2-one → [5-(4-Bromo-phenyl)-3-methyl-isoxazol-4-yl]-[1-methyl-3-(3-trifluoromethyl-phenyl)-propyl]-amine

HRID 1529012Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1529012
[Br:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[O:12][N:11]=[C:10]([CH3:13])[C:9]=2[NH2:14])=[CH:4][CH:3]=1.[F:15][C:16]([F:29])([F:28])[C:17]1[CH:18]=[C:19]([CH2:23][CH2:24][C:25](=O)[CH3:26])[CH:20]=[CH:21][CH:22]=1>>[Br:1][C:2]1[CH:3]=[CH:4][C:5]([C:8]2[O:12][N:11]=[C:10]([CH3:13])[C:9]=2[NH:14][CH:25]([CH3:26])[CH2:24][CH2:23][C:19]2[CH:20]=[CH:21][CH:22]=[C:17]([C:16]([F:15])([F:28])[F:29])[CH:18]=2)=[CH:6][CH:7]=1

Komponenten

3

Edukt 2

HCID 133390594-[3-(Trifluoromethyl)phenyl]butan-2-oneHCID 582185375-(4-Bromophenyl)-3-methylisoxazol-4-amine

Produkt 1

HCID 66577310[5-(4-Bromo-phenyl)-3-methyl-isoxazol-4-yl]-[1-methyl-3-(3-trifluoromethyl-phenyl)-propyl]-amine

Versuchsvorschrift

Prepared according to the procedure described in Example 24, Step 1, using 5-(4-bromo-phenyl)-3-methyl-isoxazol-4-ylamine and 4-(3-trifluoromethyl-phenyl)-butan-2-one. After silica gel chromatography the crude material was purified via preparatory chiral HPLC (Chiralcel-AD column, 2% EtOH in hexanes, 35 minutes) to afford two separate enantiomers. The first enantiomer eluted from the column is the title compound.

Aufarbeitung

  1. customPrepared
  2. customAfter silica gel chromatography the crude material was purified via preparatory chiral HPLC (Chiralcel-AD column, 2% EtOH in hexanes, 35 minutes)
  3. customto afford two
  4. customseparate enantiomers
  5. washThe first enantiomer eluted from the column

Quellen und Nachweise

ORD-Eintrag
ord-b6958af146f446dfa183d879904a7ac4
Quelldatensatz
uspto-grants-2015_07
Patentnummer
US09090573B2

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