Sodium Iodide → 2-[4-(4-amino-2-methyl-2H-pyrazolo[3,4-c]quinolin-1-yl)butyl]-1H-isoindole-1,3(2H)-dione

HRID 1360507

Reaktionsgleichung

Reaktionsgleichung von HRID 1360507
[C:1]1(=[O:11])[NH:5][C:4](=[O:6])[C:3]2=[CH:7][CH:8]=[CH:9][CH:10]=[C:2]12.[K].[I-].[Na+].CN(C=O)C.Cl[CH2:21][CH2:22][CH2:23][CH2:24][C:25]1[N:26]([CH3:39])[N:27]=[C:28]2[C:37]=1[C:36]1[CH:35]=[CH:34][CH:33]=[CH:32][C:31]=1[N:30]=[C:29]2[NH2:38]>O>[NH2:38][C:29]1[C:28]2=[N:27][N:26]([CH3:39])[C:25]([CH2:24][CH2:23][CH2:22][CH2:21][N:5]3[C:1](=[O:11])[C:2]4[C:3](=[CH:7][CH:8]=[CH:9][CH:10]=4)[C:4]3=[O:6])=[C:37]2[C:36]2[CH:35]=[CH:34][CH:33]=[CH:32][C:31]=2[N:30]=1

Komponenten

6

Edukt 4

HCID 5238Sodium IodideHCID 6228DimethylformamideHCID 24194345Phthalimide potassium saltHCID 577175021-(4-chlorobutyl)-2-methyl-2H-pyrazolo[3,4-c]quinolin-4-amine

Produkt 1

HCID 669588002-[4-(4-amino-2-methyl-2H-pyrazolo[3,4-c]quinolin-1-yl)butyl]-1H-isoindole-1,3(2H)-dioneAusbeute 70,2 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 962WaterLösungsmittel

Reaktionsbedingungen

Temperatur
90 °C

Versuchsvorschrift

Potassium phthalimide (4.90 mg, 26.4 mmol), sodium iodide (495 mg, 3.30 mmol), and DMF (22 mL) were added to 1-(4-chlorobutyl)-2-methyl-2H-pyrazolo[3,4-c]quinolin-4-amine (4.00 g, 13.2 mmol, prepared as described in Parts A-F of Examples 454-489), and the reaction was heated at 90° C. for two hours under a nitrogen atmosphere and allowed to cool to ambient temperature. Water (100 mL) was added and a precipitate formed and was isolated by filtration to yield 3.7 g of 2-[4-(4-amino-2-methyl-2H-pyrazolo[3,4-c]quinolin-1-yl)butyl]-1H-isoindole-1,3(2H)-dione that was used in the next step.

Aufarbeitung

  1. temperatureto cool to ambient temperature
  2. customa precipitate formed
  3. customwas isolated by filtration

Quellen und Nachweise

ORD-Eintrag
ord-a204133ff7c5454b9db7d74e9728d362
Quelldatensatz
uspto-grants-2011_02
Patentnummer
US07879849B2

Verknüpfte Notizen

Wird geladen…