3-isopropoxy-N-(1-methyl-piperidin-4-yl)-4-nitro-benzamide → 4-amino-3-isopropoxy-N-(1-methyl-piperidin-4-yl)-benzamide

HRID 1676534Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1676534
[CH:1]([O:4][C:5]1[CH:6]=[C:7]([CH:18]=[CH:19][C:20]=1[N+:21]([O-])=O)[C:8]([NH:10][CH:11]1[CH2:16][CH2:15][N:14]([CH3:17])[CH2:13][CH2:12]1)=[O:9])([CH3:3])[CH3:2].[H][H]>CO.[Pd]>[NH2:21][C:20]1[CH:19]=[CH:18][C:7]([C:8]([NH:10][CH:11]2[CH2:12][CH2:13][N:14]([CH3:17])[CH2:15][CH2:16]2)=[O:9])=[CH:6][C:5]=1[O:4][CH:1]([CH3:3])[CH3:2]

Komponenten

5

Edukt 2

HCID 670764013-isopropoxy-N-(1-methyl-piperidin-4-yl)-4-nitro-benzamideHCID 178418361HCID 178418361, Verbindung

Produkt 1

HCID 580149994-amino-3-isopropoxy-N-(1-methyl-piperidin-4-yl)-benzamideAusbeute 95,3 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 23938PalladiumKatalysatorHCID 887MethanolLösungsmittel

Versuchsvorschrift

To a solution of 1.2 g (3.6 mmole) of 3-isopropoxy-N-(1-methyl-piperidin-4-yl)-4-nitro-benzamide in 25 mL of methanol was added 0.12 g of 10% palladium on carbon. The hydrogenation reaction was carried out under 50 psi of hydrogen for 2 hours. The mixture was filtered, concentrated under reduced pressure and triturated with ether. The solid was collected by filtration, washed with ether and dried under vacuum to give 1.0 g of 4-amino-3-isopropoxy-N-(1-methyl-piperidin-4-yl)-benzamide as a white solid.

Aufarbeitung

  1. customThe hydrogenation reaction
  2. filtrationThe mixture was filtered
  3. concentrationconcentrated under reduced pressure
  4. customtriturated with ether
  5. filtrationThe solid was collected by filtration
  6. washwashed with ether
  7. customdried under vacuum

Quellen und Nachweise

ORD-Eintrag
ord-695d0ef61d084dc6ab4ef81caf607ec8
Quelldatensatz
uspto-grants-2011_08
Patentnummer
US08003785B2

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