Potassium Phosphate, Tribasic → 7-Trifluoromethyl-3,4-dihydro-[2,4']biisoquinolinyl-1-one

HRID 1843870

Reaktionsgleichung

Reaktionsgleichung von HRID 1843870
[F:1][C:2]([F:15])([F:14])[C:3]1[CH:12]=[C:11]2[C:6]([CH2:7][CH2:8][NH:9][C:10]2=[O:13])=[CH:5][CH:4]=1.Br[C:17]1[C:26]2[C:21](=[CH:22][CH:23]=[CH:24][CH:25]=2)[CH:20]=[N:19][CH:18]=1.P([O-])([O-])([O-])=O.[K+].[K+].[K+]>[Cu](I)I.O1CCOCC1>[F:15][C:2]([F:1])([F:14])[C:3]1[CH:12]=[C:11]2[C:6]([CH2:7][CH2:8][N:9]([C:17]3[C:26]4[C:21](=[CH:22][CH:23]=[CH:24][CH:25]=4)[CH:20]=[N:19][CH:18]=3)[C:10]2=[O:13])=[CH:5][CH:4]=1

Komponenten

6

Edukt 3

HCID 62657Potassium Phosphate, TribasicHCID 737434-BromoisoquinolineHCID 668015937-(Trifluoromethyl)-3,4-dihydroisoquinolin-1(2H)-one

Produkt 1

HCID 569428897-Trifluoromethyl-3,4-dihydro-[2,4']biisoquinolinyl-1-oneAusbeute 10,5 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 83717Copper iodideKatalysatorHCID 312751,4-DioxaneLösungsmittel

Versuchsvorschrift

Using analogous reaction conditions as described in Example 1, 7-trifluoromethyl-3,4-dihydro-2H-isoquinolin-1-one (I-16c: 150 mg, 0.698 mmol) was reacted with 4-bromo-isoquinoline (145 mg, 0.698 mmol), 1,4-dioxane (10 mL), copper iodide (13.29 mg, 0.0698 mmol), trans-N,N′-dimethyl-cyclohexyl-1,2-diamine (29.74 mg, 0.209 mmol) and potassium phosphate (369.94 mg, 1.745 mmol) to afford the crude product. Purification by column chromatography on silica gel (1.5% methanol in DCM) afforded 25 mg of the product (10.50% yield).

Aufarbeitung

  1. customreaction conditions
  2. customto afford the crude product
  3. customPurification by column chromatography on silica gel (1.5% methanol in DCM)

Quellen und Nachweise

ORD-Eintrag
ord-c0ff5591de9d4c0f855c0f4dbf426cc7
Quelldatensatz
uspto-grants-2015_02
Patentnummer
US08946260B2

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