Potassium Carbonate → 6-benzylamino-3,4-dihydro-2H-isoquinolin-1-one

HRID 1947637

Reaktionsgleichung

Reaktionsgleichung von HRID 1947637
F[C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][CH:11]=1)[C:8](=O)[NH:7][CH2:6][CH2:5]2.[C:13](=[O:16])([O-])[O-].[K+].[K+]>C(N)C1C=CC=CC=1>[CH2:8]([NH:7][C:6]1[CH:5]=[C:4]2[C:3](=[CH:2][CH:11]=1)[C:13](=[O:16])[NH:7][CH2:6][CH2:5]2)[C:9]1[CH:10]=[CH:11][CH:2]=[CH:3][CH:4]=1

Komponenten

4

Edukt 2

HCID 11430Potassium CarbonateHCID 107257096-Fluoro-1,2,3,4-tetrahydroisoquinolin-1-one

Produkt 1

HCID 672239156-benzylamino-3,4-dihydro-2H-isoquinolin-1-oneAusbeute 35 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 7504BenzylamineLösungsmittel

Versuchsvorschrift

A solution of 6-fluoro-3,4-dihydro-2H-isoquinolin-1-one (300 mg, 1.81 mmol) and potassium carbonate (550 mg, 3.98 mmol) in benzylamine (1.5 ml) was stirred at 180° C. in a microwave for 2 hrs. The solvent was evaporated and the resulting residue partitioned between ethyl acetate (10 ml) and water (10 ml). The organic phase was separated, washed with brine (10 ml), then dried (MgSO4) and evaporated in vacuo. The crude residue was purified by preparative HPLC (Method A) to yield the title compound as a colourless solid (80 mg, 18%). HPLC retention time 3.81 min. Mass spectrum (ES+) m/z 253 (M+H).

Aufarbeitung

  1. customThe solvent was evaporated
  2. customthe resulting residue partitioned between ethyl acetate (10 ml) and water (10 ml)
  3. customThe organic phase was separated
  4. washwashed with brine (10 ml)
  5. dry with materialdried (MgSO4)
  6. customevaporated in vacuo
  7. customThe crude residue was purified by preparative HPLC (Method A)

Quellen und Nachweise

ORD-Eintrag
ord-fa7e5e71fe5642d8a90aa87b2e5ae477
Quelldatensatz
uspto-grants-2013_03
Patentnummer
US08399481B2

Verknüpfte Notizen

Wird geladen…