HCID 59226503, Verbindung → 2-(3-(3-Aminopyridin-4-yl)cyclohex-2-enyl)isoindoline-1,3-dione

HRID 1523415Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1523415
[N+:1]([C:4]1[CH:5]=[N:6][CH:7]=[CH:8][C:9]=1[C:10]1[CH2:15][CH2:14][CH2:13][CH:12]([N:16]2[C:24](=[O:25])[C:23]3[C:18](=[CH:19][CH:20]=[CH:21][CH:22]=3)[C:17]2=[O:26])[CH:11]=1)([O-])=O>CC(O)=O.[Fe]>[NH2:1][C:4]1[CH:5]=[N:6][CH:7]=[CH:8][C:9]=1[C:10]1[CH2:15][CH2:14][CH2:13][CH:12]([N:16]2[C:17](=[O:26])[C:18]3[C:23](=[CH:22][CH:21]=[CH:20][CH:19]=3)[C:24]2=[O:25])[CH:11]=1

Komponenten

4

Edukt 1

HCID 59226503HCID 59226503, Verbindung

Produkt 1

HCID 592265372-(3-(3-Aminopyridin-4-yl)cyclohex-2-enyl)isoindoline-1,3-dioneAusbeute 96 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 23925IronKatalysatorHCID 176Acetic AcidLösungsmittel

Versuchsvorschrift

To a solution of 2-(3-(3-nitropyridin-4-yl)cyclohex-2-enyl)isoindoline-1,3-dione (1.0 equiv.) in AcOH (0.38 M) was added Fe (6.0 equiv.) and the reaction was stirred at room temperature for 2 h. Filtered, then washed with methanol and concentrated the filtrate. To the crude was added ethyl acetate and saturated NaHCO3, the organics were dried with Na2SO4, and concentrated to give 2-(3-(3-aminopyridin-4-yl)cyclohex-2-enyl)isoindoline-1,3-dione as a yellow thick gum in 96% yield. LC/MS=320.0 (M+H), LC=2.410 min.

Aufarbeitung

  1. filtrationFiltered
  2. washwashed with methanol
  3. concentrationconcentrated the filtrate
  4. additionTo the crude was added ethyl acetate and saturated NaHCO3
  5. dry with materialthe organics were dried with Na2SO4
  6. concentrationconcentrated

Quellen und Nachweise

ORD-Eintrag
ord-54a4205efb8445acbe941caa526c670e
Quelldatensatz
uspto-grants-2015_07
Patentnummer
US09079889B2

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