1-[2-(Cyclooctylmethylamino)ethyl]-4-methoxymethoxypiperidine → 6-[3-{N-2-(4-methoxymethoxy-1-piperidinyl)ethyl-N-cyclooctylmethylamino}-thiocarbonylaminopropoxy]carbostyril

HRID 1720310

Reaktionsgleichung

Reaktionsgleichung von HRID 1720310
[N:1]([CH2:4][CH2:5][CH2:6][O:7][C:8]1[CH:9]=[C:10]2[C:15](=[CH:16][CH:17]=1)[NH:14][C:13](=[O:18])[CH:12]=[CH:11]2)=[C:2]=[S:3].[CH:19]1([CH2:27][NH:28][CH2:29][CH2:30][N:31]2[CH2:36][CH2:35][CH:34]([O:37][CH2:38][O:39][CH3:40])[CH2:33][CH2:32]2)[CH2:26][CH2:25][CH2:24][CH2:23][CH2:22][CH2:21][CH2:20]1>C(Cl)(Cl)Cl>[CH3:40][O:39][CH2:38][O:37][CH:34]1[CH2:33][CH2:32][N:31]([CH2:30][CH2:29][N:28]([CH:4]([N:1]=[C:2]=[S:3])[CH2:5][CH2:6][O:7][C:8]2[CH:9]=[C:10]3[C:15](=[CH:16][CH:17]=2)[NH:14][C:13](=[O:18])[CH:12]=[CH:11]3)[CH2:27][CH:19]2[CH2:26][CH2:25][CH2:24][CH2:23][CH2:22][CH2:21][CH2:20]2)[CH2:36][CH2:35]1

Komponenten

4

Edukt 2

HCID 147476521-[2-(Cyclooctylmethylamino)ethyl]-4-methoxymethoxypiperidineHCID 229236916-(3-Isothiocyanatopropoxy)carbostyril

Produkt 1

HCID 1317193726-[3-{N-2-(4-methoxymethoxy-1-piperidinyl)ethyl-N-cyclooctylmethylamino}-thiocarbonylaminopropoxy]carbostyrilAusbeute 74,6 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6212ChloroformLösungsmittel

Versuchsvorschrift

A solution of 0.22 g of 6-(3-isothiocyanatopropoxy)carbostyril and 0.3 g of 1-[2-(cyclooctylmethylamino)ethyl]-4-methoxymethoxypiperidine in 30 ml of chloroform was stirred at room temperature for 5 hours. The solvent was removed by distillation under reduced pressure. The resulting residue was purified by a silica gel column chromatography (eluant: 3% methanol/dichloromethane) to obtain 0.36 g of 6-[3-{N-2-(4-methoxymethoxy-1-piperidinyl)ethyl-N-cyclooctylmethylamino}-thiocarbonylaminopropoxy]carbostyril.

Aufarbeitung

  1. customThe solvent was removed by distillation under reduced pressure
  2. customThe resulting residue was purified by a silica gel column chromatography (eluant: 3% methanol/dichloromethane)

Quellen und Nachweise

ORD-Eintrag
ord-62bbf1506a6148ca98eb680c8927b59e
Quelldatensatz
uspto-grants-1996_04
Patentnummer
US05506239

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