Potassium Phosphate, Tribasic → HCID 66807420, Verbindung

HRID 1843969

Reaktionsgleichung

Reaktionsgleichung von HRID 1843969
[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[CH:18]=[N:19][CH:20]=[CH:21][C:22]=1[CH2:23][N:24]1[CH2:28][CH2:27][CH2:26][CH2:25]1.P([O-])([O-])([O-])=O.[K+].[K+].[K+]>[Cu](I)I.O1CCOCC1>[N:24]1([CH2:23][C:22]2[CH:17]=[CH:18][N:19]=[CH:20][C:21]=2[N:9]2[CH2:8][CH2:7][C:6]3[C:11](=[CH:12][C:3]([C:2]([F:1])([F:14])[F:15])=[CH:4][CH:5]=3)[C:10]2=[O:13])[CH2:25][CH2:26][CH2:27][CH2:28]1

Komponenten

6

Edukt 3

HCID 62657Potassium Phosphate, TribasicHCID 596361363-Bromo-4-(pyrrolidin-1-ylmethyl)pyridineHCID 668015937-(Trifluoromethyl)-3,4-dihydroisoquinolin-1(2H)-one

Produkt 1

HCID 66807420HCID 66807420, VerbindungAusbeute 4,02 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 83717Copper iodideKatalysatorHCID 312751,4-DioxaneLösungsmittel

Versuchsvorschrift

Using analogous conditions as described for the preparation of Example 1A above, 7-(trifluoromethyl)-3,4-dihydroisoquinolin-1(2H)-one (I-4-d: 100 mg, 0.465 mmol) was reacted with 3-bromo-4-(pyrrolidin-1-ylmethyl)pyridine (I-52a: 140 mg, 0.558 mmol), 1,4-dioxane (10 mL), copper iodide (8.8 mg, 0.0465 mmol), trans-N,N′-dimethyl-cyclohexyl-1, 2-diamine (19.8 mg, 0.139 mmol) and potassium phosphate (295 mg, 1.395 mmol) to afford the crude product. Purification by column chromatography on silica gel (12% methanol in CHCl3), followed by preparative HPLC afforded 7 mg of the product (4.02% yield).

Aufarbeitung

  1. customas described for the preparation of Example 1A above
  2. customto afford the crude product
  3. customPurification by column chromatography on silica gel (12% methanol in CHCl3)

Quellen und Nachweise

ORD-Eintrag
ord-36b4ec8dc36145b4a61e70ec2e08e8b4
Quelldatensatz
uspto-grants-2015_02
Patentnummer
US08946260B2

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