2-Bromoethanol → HCID 10084631, Verbindung

HRID 1783307Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1783307
Cl.[NH:2]1[CH2:7][CH2:6][CH:5]([C:8]2[C:17]3[C:12](=[CH:13][CH:14]=[CH:15][CH:16]=3)[C:11](=[O:18])[NH:10][CH:9]=2)[CH2:4][CH2:3]1.C(=O)([O-])[O-].[K+].[K+].Br[CH2:26][CH2:27][OH:28]>CC(=O)CC.O>[OH:28][CH2:27][CH2:26][N:2]1[CH2:7][CH2:6][CH:5]([C:8]2[C:17]3[C:12](=[CH:13][CH:14]=[CH:15][CH:16]=3)[C:11](=[O:18])[NH:10][CH:9]=2)[CH2:4][CH2:3]1

Komponenten

6

Edukt 3

HCID 108982-BromoethanolHCID 11430Potassium CarbonateHCID 23084775HCID 23084775, Verbindung

Produkt 1

HCID 10084631HCID 10084631, VerbindungAusbeute 55,9 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 962WaterLösungsmittelHCID 6569Methyl Ethyl KetoneLösungsmittel

Versuchsvorschrift

4-(Piperidin-4-yl)-2H-isoquinolin-1-one hydrochloride (0.8 g) obtained in Example 31, potassium carbonate (2.0 g) and 2-bromoethanol (1.88 g) were dissolved in 2-butanone and water (1 mL), and the mixture was heated under reflux for 4 hrs. After the completion of the reaction, the solvent was evaporated, and water was added to the obtained residue. The mixture was extracted with chloroform, the organic layer dried over magnesium sulfate. The solvent was evaporated, and the obtained residue was purified by silica gel column chromatography (chloroform:methanol=4:1+triethylamine 2%) to give 4-(1-(2-hydroxyethyl)piperidin-4-yl)-2H-isoquinolin-1-one (0.46 g) as white crystals.

Aufarbeitung

  1. temperatureunder reflux for 4 hrs
  2. customAfter the completion of the reaction
  3. customthe solvent was evaporated
  4. additionwater was added to the obtained residue
  5. extractionThe mixture was extracted with chloroform
  6. dry with materialthe organic layer dried over magnesium sulfate
  7. customThe solvent was evaporated
  8. customthe obtained residue was purified by silica gel column chromatography (chloroform:methanol=4:1+triethylamine 2%)

Quellen und Nachweise

ORD-Eintrag
ord-7e7798d870ed40f6ba75e1445dc7f489
Quelldatensatz
uspto-grants-2009_03
Patentnummer
US07501412B2

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