Potassium Carbonate → 2-[6-(3-Fluoro-benzyloxy)-3,4-dihydro-1H-isoquinolin-2-yl]-propionamide

HRID 2415449Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2415449
[F:1][C:2]1[CH:3]=[C:4]([CH:17]=[CH:18][CH:19]=1)[CH2:5][O:6][C:7]1[CH:8]=[C:9]2[C:14](=[CH:15][CH:16]=1)[CH2:13][NH:12][CH2:11][CH2:10]2.C(=O)([O-])[O-].[K+].[K+].Br[CH:27]([CH3:31])[C:28]([NH2:30])=[O:29]>CC(C)=O>[F:1][C:2]1[CH:3]=[C:4]([CH:17]=[CH:18][CH:19]=1)[CH2:5][O:6][C:7]1[CH:8]=[C:9]2[C:14](=[CH:15][CH:16]=1)[CH2:13][N:12]([CH:27]([CH3:31])[C:28]([NH2:30])=[O:29])[CH2:11][CH2:10]2

Komponenten

5

Edukt 3

HCID 11430Potassium CarbonateHCID 1011182-BromopropanamideHCID 226418956-[(3-Fluorophenyl)methoxy]-1,2,3,4-tetrahydroisoquinoline

Produkt 1

HCID 103366162-[6-(3-Fluoro-benzyloxy)-3,4-dihydro-1H-isoquinolin-2-yl]-propionamideAusbeute 74 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 180AcetoneLösungsmittel

Versuchsvorschrift

To a mixture of 6-(3-fluoro-benzyloxy)-1,2,3,4-tetrahydro-isoquinoline (0.200 g, 0.78 mmol) and potassium carbonate (0.215 mg, 1.56 mmol) in acetone, 2-bromo-propionamide (0.142 mg, 0.936 mmol) was added and the resulting mixture was stirred overnight at room temperature. The mixture, after filtration and evaporation, was purified by chromatography (SiO2, hexane/Et2O 3:2 v:v) to give the title compound as a white solid (0.189 g, 74%). MS: m/e=329.3 (M+H+).

Aufarbeitung

  1. additionwas added
  2. filtrationThe mixture, after filtration and evaporation
  3. customwas purified by chromatography (SiO2, hexane/Et2O 3:2 v:v)

Quellen und Nachweise

ORD-Eintrag
ord-38da3d7af9d64e25b2f7d529bb2d7bda
Quelldatensatz
uspto-grants-2004_11
Patentnummer
US06818774B2

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