Piperazin-1-ylpropanol → 4-(3-hydroxypropyl)-N-(6-methoxy-4-methyl-8-quinolinyl)-1-piperazinehexanamide

HRID 542835Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 542835
Br[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][C:7]([NH:9][C:10]1[CH:11]=[C:12]([O:21][CH3:22])[CH:13]=[C:14]2[C:19]=1[N:18]=[CH:17][CH:16]=[C:15]2[CH3:20])=[O:8].[N:23]1([CH2:29][CH2:30][CH2:31][OH:32])[CH2:28][CH2:27][NH:26][CH2:25][CH2:24]1>C(OCC)(=O)C.C(N(CC)CC)C>[OH:32][CH2:31][CH2:30][CH2:29][N:23]1[CH2:28][CH2:27][N:26]([CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][C:7]([NH:9][C:10]2[CH:11]=[C:12]([O:21][CH3:22])[CH:13]=[C:14]3[C:19]=2[N:18]=[CH:17][CH:16]=[C:15]3[CH3:20])=[O:8])[CH2:25][CH2:24]1

Komponenten

5

Edukt 2

HCID 79207Piperazin-1-ylpropanolHCID 6120236-Bromo-N-(6-methoxy-4-methyl-8-quinolinyl)hexanamide

Produkt 1

HCID 202071744-(3-hydroxypropyl)-N-(6-methoxy-4-methyl-8-quinolinyl)-1-piperazinehexanamideAusbeute 96 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 8471TriethylamineLösungsmittelHCID 8857Ethyl AcetateLösungsmittel

Versuchsvorschrift

A mixture of 4.3 g (0.012 mole) of 6-bromo-N-(6-methoxy-4-methyl-8-quinolinyl)hexanamide and 3.5 g (0.024 mole) of 1-piperazinepropanol was heated at 120° for 2 hr and allowed to cool. The mixture was diluted with ethyl acetate and excess triethylamine, washed with water, dried over anhydrous magnesium sulfate, filtered and concentrated in vacuo to dryness to afford 4.9 g (96%) of the desired compound as a gum. The IR and NMR (CDCl3) were consistent with the assigned structure.

Aufarbeitung

  1. temperaturewas heated at 120° for 2 hr
  2. temperatureto cool
  3. washwashed with water
  4. dry with materialdried over anhydrous magnesium sulfate
  5. filtrationfiltered
  6. concentrationconcentrated in vacuo to dryness

Quellen und Nachweise

ORD-Eintrag
ord-d0fff633bbdf4e52882338496d65aa1e
Quelldatensatz
uspto-grants-1987_04
Patentnummer
US04659708

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