Potassium Phosphate, Tribasic → 6,7-Dichloro-2-(4-methyl-pyridin-3-yl)-3,4-dihydro-2H-isoquinolin-1-one

HRID 1843929Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1843929
[Cl:1][C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][C:11]=1[Cl:12])[C:8](=[O:13])[NH:7][CH2:6][CH2:5]2.I[C:15]1[CH:16]=[N:17][CH:18]=[CH:19][C:20]=1[CH3:21].P([O-])([O-])([O-])=O.[K+].[K+].[K+]>[Cu](I)I.O1CCOCC1>[Cl:1][C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][C:11]=1[Cl:12])[C:8](=[O:13])[N:7]([C:15]1[CH:16]=[N:17][CH:18]=[CH:19][C:20]=1[CH3:21])[CH2:6][CH2:5]2

Komponenten

6

Edukt 3

HCID 62657Potassium Phosphate, TribasicHCID 141771016,7-Dichloro-3,4-dihydro-2H-isoquinolin-1-oneHCID 144235133-Iodo-4-methylpyridine

Produkt 1

HCID 899643246,7-Dichloro-2-(4-methyl-pyridin-3-yl)-3,4-dihydro-2H-isoquinolin-1-oneAusbeute 8,4 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 83717Copper iodideKatalysatorHCID 312751,4-DioxaneLösungsmittel

Versuchsvorschrift

Using an analogous reaction conditions as described in example 1, 6,7-dichloro-3,4-dihydro-2H-isoquinolin-1-one (I-41d: 0.15 g, 0.6944 mmol) was reacted with 3-iodo-4-methyl-pyridine (0.152 g, 0.6944 mmol), 1,4-dioxane (20 mL), copper iodide (0.013 g, 0.0494 mmol), trans-N,N′-dimethyl-cyclohexyl-1,2-diamine (0.032 mL, 0.2083 mmol) and potassium phosphate (0.368 g, 1.736 mmol) to afford the crude product. Purification by preparative HPLC afforded 18 mg of the product (8.4% yield).

Aufarbeitung

  1. customan analogous reaction conditions
  2. customto afford the crude product
  3. customPurification by preparative HPLC

Quellen und Nachweise

ORD-Eintrag
ord-a7f779dc594341dbb32cb10b2530ba33
Quelldatensatz
uspto-grants-2015_02
Patentnummer
US08946260B2

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