4-(1-Methyl-azetidin-3-yl)piperazine-1-carboxylic acid [4-(2-fluoro-4nitrophenoxy)pyridin-2-yl]amide → 4-(1-Methylazetidin-3-yl)piperazine-1-carboxylic acid [4-(4-amino-2-fluorophenoxy)pyridin-2-yl]amide

HRID 492971Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 492971
[F:1][C:2]1[CH:28]=[C:27]([N+:29]([O-])=O)[CH:26]=[CH:25][C:3]=1[O:4][C:5]1[CH:10]=[CH:9][N:8]=[C:7]([NH:11][C:12]([N:14]2[CH2:19][CH2:18][N:17]([CH:20]3[CH2:23][N:22]([CH3:24])[CH2:21]3)[CH2:16][CH2:15]2)=[O:13])[CH:6]=1>O1CCCC1.[C+4].[OH-].[Pd+2].[OH-].[OH-].[OH-].[OH-].[OH-]>[NH2:29][C:27]1[CH:26]=[CH:25][C:3]([O:4][C:5]2[CH:10]=[CH:9][N:8]=[C:7]([NH:11][C:12]([N:14]3[CH2:15][CH2:16][N:17]([CH:20]4[CH2:21][N:22]([CH3:24])[CH2:23]4)[CH2:18][CH2:19]3)=[O:13])[CH:6]=2)=[C:2]([F:1])[CH:28]=1

Komponenten

4

Edukt 1

HCID 576774134-(1-Methyl-azetidin-3-yl)piperazine-1-carboxylic acid [4-(2-fluoro-4nitrophenoxy)pyridin-2-yl]amide

Produkt 1

HCID 576776664-(1-Methylazetidin-3-yl)piperazine-1-carboxylic acid [4-(4-amino-2-fluorophenoxy)pyridin-2-yl]amideAusbeute 100,4 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 178420936HCID 178420936, VerbindungKatalysatorHCID 8028TetrahydrofuranLösungsmittel

Versuchsvorschrift

To a solution of 4-(1-methyl-azetidin-3-yl)piperazine-1-carboxylic acid [4-(2-fluoro-4-nitrophenoxy)pyridin-2-yl]amide (121 mg) in tetrahydrofuran (50 ml) was added 20% palladium hydroxide carbon (91.3 mg), followed by stirring under a hydrogen atmosphere at room temperature for 12 hrs. The reaction mixture was filtered to remove the catalyst, and the catalyst was washed with tetrahydrofuran:methanol=1:1. The filtrate was concentrated to provide the titled compound (113 mg, 100%) as a yellow amorphous substance.

Aufarbeitung

  1. filtrationThe reaction mixture was filtered
  2. customto remove the catalyst
  3. washthe catalyst was washed with tetrahydrofuran
  4. concentrationThe filtrate was concentrated

Quellen und Nachweise

ORD-Eintrag
ord-8e2aefe346634954ab41c2f9207cb30a
Quelldatensatz
uspto-grants-2009_05
Patentnummer
US07531532B2

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