3-methyl-8-nitro-2-(3-(trifluoromethyl)phenyl)quinazolin-4(3H)-one → 8-amino-3-methyl-2-(3-(trifluoromethyl)phenyl)quinazolin-4(3H)-one

HRID 520438

Reaktionsgleichung

Reaktionsgleichung von HRID 520438
[CH3:1][N:2]1[C:11](=[O:12])[C:10]2[C:5](=[C:6]([N+:13]([O-])=O)[CH:7]=[CH:8][CH:9]=2)[N:4]=[C:3]1[C:16]1[CH:21]=[CH:20][CH:19]=[C:18]([C:22]([F:25])([F:24])[F:23])[CH:17]=1>C1COCC1.[Pd]>[NH2:13][C:6]1[CH:7]=[CH:8][CH:9]=[C:10]2[C:5]=1[N:4]=[C:3]([C:16]1[CH:21]=[CH:20][CH:19]=[C:18]([C:22]([F:25])([F:24])[F:23])[CH:17]=1)[N:2]([CH3:1])[C:11]2=[O:12]

Komponenten

4

Edukt 1

HCID 585528473-methyl-8-nitro-2-(3-(trifluoromethyl)phenyl)quinazolin-4(3H)-one

Produkt 1

HCID 585528228-amino-3-methyl-2-(3-(trifluoromethyl)phenyl)quinazolin-4(3H)-oneAusbeute 93,1 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 23938PalladiumKatalysatorHCID 8028TetrahydrofuranLösungsmittel

Versuchsvorschrift

Pd/C 10 wt % (100 mg) was added to a degassed solution of 3-methyl-8-nitro-2-(3-(trifluoromethyl)phenyl)quinazolin-4(3H)-one 4 (1.3 g, 3.7 mmol) in THF (35 mL). The mixture was hydrogenated under balloon pressure for 12 h. The catalyst was removed by filtration and the solvent evaporated. The residue was purified by MPLC eluting with pentane/EtOAc (0-50%) to give 5 (1.1 g, 90% yield) as a yellow solid.

Aufarbeitung

  1. customThe catalyst was removed by filtration
  2. customthe solvent evaporated
  3. customThe residue was purified by MPLC
  4. washeluting with pentane/EtOAc (0-50%)

Quellen und Nachweise

ORD-Eintrag
ord-c7c3d3f51a474447b0c08cb58f1ddbdf
Quelldatensatz
uspto-grants-2016_05
Patentnummer
US09326986B2

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