5-(Cyclohexyloxy)-3-(1,2,3,6-tetrahydro-1-methyl-4-pyridinyl)-1H-indole → HCID 23288077, Verbindung

HRID 367370Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 367370
[CH:1]1([O:7][C:8]2[CH:9]=[C:10]3[C:14](=[CH:15][CH:16]=2)[NH:13][CH:12]=[C:11]3[C:17]2[CH2:18][CH2:19][N:20]([CH3:23])[CH2:21][CH:22]=2)[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1>[Pd].CO>[CH:1]1([O:7][C:8]2[CH:9]=[C:10]3[C:14](=[CH:15][CH:16]=2)[NH:13][CH:12]=[C:11]3[CH:17]2[CH2:22][CH2:21][N:20]([CH3:23])[CH2:19][CH2:18]2)[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1

Komponenten

4

Edukt 1

HCID 232881505-(Cyclohexyloxy)-3-(1,2,3,6-tetrahydro-1-methyl-4-pyridinyl)-1H-indole

Produkt 1

HCID 23288077HCID 23288077, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 23938PalladiumKatalysatorHCID 887MethanolLösungsmittel

Versuchsvorschrift

Palladium on carbon (10%, 31 mg) was added to a solution of 5-cyclohexyloxy-3-(1-methyl-1,2,3,6-tetrahydro-4-pyridinyl)-1H-indole (Example 4c, 48.4 mg, 0.16 mmol) in methanol (5 mL) and the mixture was stirred under an atmosphere of hydrogen for 8 h. Removal of the catalyst by filtration through celite and silica (20% 2M methanolic ammonia in dichloromethane) yielded 5-cyclohexyloxy-3-(1-methyl-4-piperidinyl)-1H-indole (quantitative, HRMS-FAB+ for C20H28N2O: calculated MH+: 313.22800; found MH+ : 313.23083).

Aufarbeitung

  1. customRemoval of the catalyst
  2. filtrationby filtration through celite and silica (20% 2M methanolic ammonia in dichloromethane)

Quellen und Nachweise

ORD-Eintrag
ord-6379a16a64db4e44a249f130e3c6f6ac
Quelldatensatz
uspto-grants-2000_10
Patentnummer
US06133287

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