Hydrochloric Acid → 1-(4-ethylpiperazin-1-yl)-3-[4-[N-(2-hydroxyethyl)sulfamoyl]phenyl]isoquinoline dihydrochloride

HRID 1814537Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1814537
[CH2:1]([N:3]1[CH2:8][CH2:7][N:6]([C:9]2[C:18]3[C:13](=[CH:14][CH:15]=[CH:16][CH:17]=3)[CH:12]=[C:11]([C:19]3[CH:24]=[CH:23][C:22]([S:25](=[O:38])(=[O:37])[NH:26][CH2:27][CH2:28][O:29]CC4C=CC=CC=4)=[CH:21][CH:20]=3)[N:10]=2)[CH2:5][CH2:4]1)[CH3:2].[ClH:39]>CO.[Pd]>[ClH:39].[ClH:39].[CH2:1]([N:3]1[CH2:8][CH2:7][N:6]([C:9]2[C:18]3[C:13](=[CH:14][CH:15]=[CH:16][CH:17]=3)[CH:12]=[C:11]([C:19]3[CH:20]=[CH:21][C:22]([S:25](=[O:38])(=[O:37])[NH:26][CH2:27][CH2:28][OH:29])=[CH:23][CH:24]=3)[N:10]=2)[CH2:5][CH2:4]1)[CH3:2]

Komponenten

5

Edukt 2

HCID 313Hydrochloric Acid2×HCID 225032411-(4-ethylpiperazin-1-yl)-3-[4-[N-(2-benzyloxyethyl)sulfamoyl]phenyl)isoquinoline

Produkt 1

HCID 225034001-(4-ethylpiperazin-1-yl)-3-[4-[N-(2-hydroxyethyl)sulfamoyl]phenyl]isoquinoline dihydrochloride

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 23938PalladiumKatalysatorHCID 887MethanolLösungsmittel

Versuchsvorschrift

The resulting 1-(4-ethylpiperazin-1-yl)-3-{4-[N-(2-benzyloxyethyl)sulfamoyl]phenyl}isoquinoline (0.34 g) was converted into a hydrochloride in a conventional manner. The resulting hydrochloride was dissolved in methanol (20 ml), followed by the addition of 10% palladium/carbon catalyst (0.08 g), and the catalytic reduction was conducted at atmospheric pressure for 2 days. The catalyst was filtered off, and the solvent was evaporated. Water was added to the resulting residue, to which was then added sodium carbonate to adjust the resulting solution to pH 8, and the resulting mixture was extracted with ethyl acetate. The extract was washed with brine, and dried over magnesium sulfate. The solvent was evaporated, and the resulting residue was purified by silica gel column chromatography (chloroform/methanol system), give 0.19 g of the free compound of the title compound as a pale brown amorphous.

Aufarbeitung

  1. filtrationThe catalyst was filtered off
  2. customthe solvent was evaporated
  3. additionWater was added to the resulting residue, to which
  4. extractionthe resulting mixture was extracted with ethyl acetate
  5. washThe extract was washed with brine
  6. dry with materialdried over magnesium sulfate
  7. customThe solvent was evaporated
  8. customthe resulting residue was purified by silica gel column chromatography (chloroform/methanol system)

Quellen und Nachweise

ORD-Eintrag
ord-bfb047f446e54b97abbf9c22438e768b
Quelldatensatz
uspto-grants-2005_04
Patentnummer
US06875761B2

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