N-[4-(4-nitrophenoxy)-2-pyridinyl]-1-pyrrolidinecarboxamide → 4-(4-Aminophenoxy)-2-[(pyrrolidin-1-yl)carbonylamino]pyridine

HRID 2265691Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2265691
[N+:1]([C:4]1[CH:24]=[CH:23][C:7]([O:8][C:9]2[CH:14]=[CH:13][N:12]=[C:11]([NH:15][C:16]([N:18]3[CH2:22][CH2:21][CH2:20][CH2:19]3)=[O:17])[CH:10]=2)=[CH:6][CH:5]=1)([O-])=O>O1CCCC1.[OH-].[OH-].[Pd+2]>[NH2:1][C:4]1[CH:24]=[CH:23][C:7]([O:8][C:9]2[CH:14]=[CH:13][N:12]=[C:11]([NH:15][C:16]([N:18]3[CH2:22][CH2:21][CH2:20][CH2:19]3)=[O:17])[CH:10]=2)=[CH:6][CH:5]=1

Komponenten

4

Edukt 1

HCID 57677470N-[4-(4-nitrophenoxy)-2-pyridinyl]-1-pyrrolidinecarboxamide

Produkt 1

HCID 231532634-(4-Aminophenoxy)-2-[(pyrrolidin-1-yl)carbonylamino]pyridineAusbeute 105,5 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 9942167Palladium hydroxideKatalysatorHCID 8028TetrahydrofuranLösungsmittel

Versuchsvorschrift

Pyrrolidine-1-carboxylic acid [4-(4-nitrophenoxy)pyridin-2-yl]amide (116.8 mg) was dissolved in tetrahydrofuran (3 ml), 20% palladium hydroxide on carbon (25.0 mg) was added under a nitrogen atmosphere at room temperature while stirring, followed by stirring under a hydrogen atmosphere for 7 hr. The atmosphere in the reaction vessel was replaced with nitrogen, and the catalyst was removed by filtration and washed with tetrahydrofuran. The solvent was removed under reduced pressure to provide the titled compound as a pale yellow solid (112 mg).

Aufarbeitung

  1. stirringby stirring under a hydrogen atmosphere for 7 hr
  2. customthe catalyst was removed by filtration
  3. washwashed with tetrahydrofuran
  4. customThe solvent was removed under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-363220e12a9b40d38cab23c8ef94d929
Quelldatensatz
uspto-grants-2010_12
Patentnummer
US07855290B2

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