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Potassium Carbonate → HCID 22503186, Verbindung

HRID 1814592
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 1814592
[CH2:1]([O:8][CH2:9][CH2:10][O:11][C:12]1[CH:17]=[CH:16][C:15]([C:18]2[NH:19][C:20](=O)[C:21]3[C:26]([CH:27]=2)=[CH:25][CH:24]=[CH:23][CH:22]=3)=[C:14]([O:29][CH3:30])[CH:13]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[CH2:31]([N:33]1[CH2:38][CH2:37][NH:36][CH2:35][CH2:34]1)[CH3:32].C(=O)([O-])[O-].[K+].[K+].P(Cl)(Cl)([Cl:47])=O>>[ClH:47].[CH2:31]([N:33]1[CH2:38][CH2:37][N:36]([C:20]2[C:21]3[C:26](=[CH:25][CH:24]=[CH:23][CH:22]=3)[CH:27]=[C:18]([C:15]3[CH:16]=[CH:17][C:12]([O:11][CH2:10][CH2:9][O:8][CH2:1][C:2]4[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=4)=[CH:13][C:14]=3[O:29][CH3:30])[N:19]=2)[CH2:35][CH2:34]1)[CH3:32]
KomponentenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

5

Edukt 4

HCID 11430Potassium CarbonateHCID 24813Phosphorus oxychlorideHCID 791961-EthylpiperazineHCID 22503579HCID 22503579, Verbindung

Produkt 1

HCID 22503186HCID 22503186, Verbindung

Versuchsvorschrift

The resulting 3-[4-(2-benzyloxyethoxy)-2-methoxyphenyl]isoquinolin-1-one (0.47 g) was added to phosphorus oxychloride (10 ml), and the mixture was reacted at room temperature overnight. The reaction solution was evaporated, and to the resulting residue were added ethyl acetate and purified water. The ethyl acetate layer was washed with water, an aqueous solution of sodium bicarbonate and brine, and dried over magnesium sulfate. The solvent was evaporated, and the resulting 1-chloro-3-[4-(2-benzyloxyethoxy)-2-methoxyphenyl]isoquinoline was reacted as it was with N-ethylpiperazine (5 ml) in the presence of potassium carbonate (1.2 g) at 120° C. for 24 hr. The reaction solution was evaporated, and to the resulting residue were added ethyl acetate and purified water. The ethyl acetate layer was washed with water and brine, and dried over magnesium sulfate. The solvent was evaporated, and the resulting residue was purified by NH-silica gel column chromatography (ethyl acetate/hexane system), to give 1-(4-ethylpiperazin-1-yl)-3-[4-(2-benzyloxyethoxy)-2-methoxyphenyl]isoquinoline hydrochloride (0.11 g) as a yellow powder.

Aufarbeitung

  1. customthe mixture was reacted at room temperature overnight
  2. customThe reaction solution was evaporated
  3. additionto the resulting residue were added ethyl acetate
  4. custompurified water
  5. washThe ethyl acetate layer was washed with water
  6. dry with materialan aqueous solution of sodium bicarbonate and brine, and dried over magnesium sulfate
  7. customThe solvent was evaporated
  8. customthe resulting 1-chloro-3-[4-(2-benzyloxyethoxy)-2-methoxyphenyl]isoquinoline was reacted as it
  9. customThe reaction solution was evaporated
  10. additionto the resulting residue were added ethyl acetate
  11. custompurified water
  12. washThe ethyl acetate layer was washed with water and brine
  13. dry with materialdried over magnesium sulfate
  14. customThe solvent was evaporated
  15. customthe resulting residue was purified by NH-silica gel column chromatography (ethyl acetate/hexane system)

Quellen und Nachweise

ORD-Eintrag
ord-025cf10e51304a2994a19a658bd99d48
Quelldatensatz
uspto-grants-2005_04
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US06875761B2

Notizen zur Reaktion

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