Potassium Carbonate → 1-[1-{4-[5-(4-Amino-1-piperidinyl)pentoyloxy]benzoyl}-4-piperidinyl]-3,4-dihydrocarbostyril

HRID 1708318

Reaktionsgleichung

Reaktionsgleichung von HRID 1708318
FC(F)(F)C(NC1CCN(CCCCCO[C:18]2[CH:42]=[CH:41][C:21]([C:22]([N:24]3[CH2:29][CH2:28][CH:27]([N:30]4[C:40]5[C:35](=[CH:36][CH:37]=[CH:38][CH:39]=5)[CH2:34][CH2:33][C:31]4=[O:32])[CH2:26][CH2:25]3)=[O:23])=[CH:20][CH:19]=2)CC1)=O.[C:45](=[O:48])([O-])[O-:46].[K+].[K+]>CO>[NH2:30][CH:27]1[CH2:28][CH2:29][N:24]([CH2:22][CH2:21][CH2:20][CH2:19][C:45]([O:46][C:18]2[CH:42]=[CH:41][C:21]([C:22]([N:24]3[CH2:25][CH2:26][CH:27]([N:30]4[C:40]5[C:35](=[CH:36][CH:37]=[CH:38][CH:39]=5)[CH2:34][CH2:33][C:31]4=[O:32])[CH2:28][CH2:29]3)=[O:23])=[CH:20][CH:19]=2)=[O:48])[CH2:25][CH2:26]1

Komponenten

4

Edukt 2

HCID 11430Potassium CarbonateHCID 189607451-[1-{4-[5-(4-Trifluoroacetylamino-1-piperidinyl)pentyloxy]benzoyl}-4-piperidinyl]-3,4-dihydrocarbostyril

Produkt 1

HCID 572403741-[1-{4-[5-(4-Amino-1-piperidinyl)pentoyloxy]benzoyl}-4-piperidinyl]-3,4-dihydrocarbostyrilAusbeute 128,2 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 887MethanolLösungsmittel

Versuchsvorschrift

1-[1-{4-[5-(4-Trifluoroacetylamino-1-piperidinyl)pentyloxy]benzoyl}-4-piperidinyl]-3,4-dihydrocarbostyril (1.8 g) is dissolved in methanol (40 ml), and thereto is added potassium carbonate (0.8 g). The mixture is stirred at room temperature overnight. The reaction solution is concentrated and thereto is added water. The mixture is extracted with chloroform, dried over sodium carbonate, and purified by silica gel column chromatography (eluent; dichloromethane:methanol=10:1) to give 1-[1-{4-[5-(4-amino-1-piperidinyl)pentoyloxy]benzoyl}-4-piperidinyl]-3,4-dihydrocarbostyril (1 g) as colorless oil.

Aufarbeitung

  1. concentrationThe reaction solution is concentrated
  2. additionis added water
  3. extractionThe mixture is extracted with chloroform
  4. dry with materialdried over sodium carbonate
  5. custompurified by silica gel column chromatography (eluent; dichloromethane:methanol=10:1)

Quellen und Nachweise

ORD-Eintrag
ord-438adee7253744efbbc261e97762f74d
Quelldatensatz
uspto-grants-1994_10
Patentnummer
US05356904

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