Ethyl (E)-3-(4-oxo-7-trifluoromethyl-4,5-dihydropyrrolo[1,2-a]-quinoxalin-1-yl)acrylate → Ethyl 3-(4-oxo-7-trifluoromethyl-4,5-dihydropyrrolo[1,2-a]-quinoxalin-1-yl)propanoate

HRID 2068959

Reaktionsgleichung

Reaktionsgleichung von HRID 2068959
[O:1]=[C:2]1[NH:11][C:10]2[C:5](=[CH:6][CH:7]=[C:8]([C:12]([F:15])([F:14])[F:13])[CH:9]=2)[N:4]2[C:16](/[CH:19]=[CH:20]/[C:21]([O:23][CH2:24][CH3:25])=[O:22])=[CH:17][CH:18]=[C:3]12>[C].[Pd].C(O)(=O)C>[O:1]=[C:2]1[NH:11][C:10]2[C:5](=[CH:6][CH:7]=[C:8]([C:12]([F:14])([F:13])[F:15])[CH:9]=2)[N:4]2[C:16]([CH2:19][CH2:20][C:21]([O:23][CH2:24][CH3:25])=[O:22])=[CH:17][CH:18]=[C:3]12

Komponenten

4

Edukt 1

HCID 59198853Ethyl (E)-3-(4-oxo-7-trifluoromethyl-4,5-dihydropyrrolo[1,2-a]-quinoxalin-1-yl)acrylate

Produkt 1

HCID 59198598Ethyl 3-(4-oxo-7-trifluoromethyl-4,5-dihydropyrrolo[1,2-a]-quinoxalin-1-yl)propanoate

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 178418390HCID 178418390, VerbindungKatalysatorHCID 176Acetic AcidLösungsmittel

Versuchsvorschrift

Ethyl (E)-3-(4-oxo-7-trifluoromethyl-4,5-dihydropyrrolo[1,2-a]-quinoxalin-1-yl)acrylate as synthesized in Example 188, 182 mg, 5% palladium carbon 80 mg and acetic acid 6 mL were mixed and stirred under hydrogen atmosphere at room temperature for 16 hours. Filtering the reaction liquid through Celite, 50 mL of water was added to the filtrate and the precipitated crystals were recovered by filtration. The crystals were washed successively with water and diethyl ether, and dried in flowing air under heating to provide 120 mg of the title compound.

Aufarbeitung

  1. additionwere mixed
  2. filtrationFiltering
  3. customthe reaction liquid through Celite, 50 mL of water
  4. additionwas added to the filtrate
  5. filtrationthe precipitated crystals were recovered by filtration
  6. washThe crystals were washed successively with water and diethyl ether
  7. customdried
  8. temperatureunder heating

Quellen und Nachweise

ORD-Eintrag
ord-f2f44feaddf04ad1b3d1c9a6937063da
Quelldatensatz
uspto-grants-2012_10
Patentnummer
US08299080B2

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