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1-(2-Hydroxyethyl)piperazine → Acetamide, N-(8-(4-(2-hydroxyethyl)-1-piperazinyl)-1,7-naphthyridin-6-yl)-

HRID 542715
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 542715
[C:1]([NH:4][C:5]1[CH:6]=[C:7]2[C:12](=[C:13](Br)[N:14]=1)[N:11]=[CH:10][CH:9]=[CH:8]2)(=[O:3])[CH3:2].[N:16]1([CH2:22][CH2:23][OH:24])[CH2:21][CH2:20][NH:19][CH2:18][CH2:17]1>C(OC(O)C)C>[C:1]([NH:4][C:5]1[CH:6]=[C:7]2[C:12](=[C:13]([N:19]3[CH2:20][CH2:21][N:16]([CH2:22][CH2:23][OH:24])[CH2:17][CH2:18]3)[N:14]=1)[N:11]=[CH:10][CH:9]=[CH:8]2)(=[O:3])[CH3:2]
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Komponenten

4

Edukt 2

HCID 76771-(2-Hydroxyethyl)piperazineHCID 138267326-Acetamido-8-bromo-1,7-naphthyridine

Produkt 1

HCID 3065021Acetamide, N-(8-(4-(2-hydroxyethyl)-1-piperazinyl)-1,7-naphthyridin-6-yl)-Ausbeute 82,5 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 101298981-EthoxyethanolLösungsmittel2×

Versuchsvorschrift

To a mixture of 2.66 g of 6-acetamido-8-bromo-1,7-naphthyridine and 6.51 g of 1-piperazine ethanol, 180 ml of ethoxyethanol was added. The resultant mixture was refluxed with stirring for 45 minutes. After the reaction, ethoxyethanol was distilled off under reduced pressure and chloroform was added to the residue. After thoroughly washing the chloroform solution with water, it was dried with anhydrous magnesium sulfate. Chloroform was distilled off under reduced pressure and the residue was purified by silica gel column chromatography, followed by recrystallization from a mixed solvent of ethanol and ether to obtain 2.6 g of 6-acetamido-8-[4-(2-hydroxyethyl)-1-piperazinyl]-1,7-naphthyridine (Compound No. 22) as light yellowish crystals (yield: 82.5%).

Aufarbeitung

  1. additionwas added
  2. distillationwas distilled off under reduced pressure and chloroform
  3. additionwas added to the residue
  4. washAfter thoroughly washing the chloroform solution with water, it
  5. dry with materialwas dried with anhydrous magnesium sulfate
  6. distillationChloroform was distilled off under reduced pressure
  7. customthe residue was purified by silica gel column chromatography
  8. customfollowed by recrystallization from a mixed solvent of ethanol and ether

Quellen und Nachweise

ORD-Eintrag
ord-8d40f003db9c421ebb918910e3a30b1c
Quelldatensatz
uspto-grants-1987_04
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US04659710

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