Triethylamine → 4-Chloro-7-(1-methylindol-2-yl)isoindolinone

HRID 21103Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 21103
[Cl:1][C:2]1[CH:10]=[CH:9][C:8](I)=[C:7]2[C:3]=1[CH2:4][NH:5][C:6]2=[O:12].[CH2:13]([N:15]([CH2:18][CH3:19])[CH2:16][CH3:17])C>C(#N)C.C([O-])(=O)C.[Pd+2].C([O-])(=O)C>[Cl:1][C:2]1[CH:10]=[CH:9][C:8]([C:16]2[N:15]([CH3:13])[C:18]3[C:19]([CH:17]=2)=[CH:4][CH:3]=[CH:2][CH:10]=3)=[C:7]2[C:3]=1[CH2:4][NH:5][C:6]2=[O:12]

Komponenten

5

Edukt 2

HCID 8471TriethylamineHCID 684927354-Chloro-7-iodoisoindolinone

Produkt 1

HCID 684922684-Chloro-7-(1-methylindol-2-yl)isoindolinoneAusbeute 164,2 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 167845palladium(II) acetateKatalysatorHCID 6342AcetonitrileLösungsmittel

Versuchsvorschrift

In a similar manner to Step 2 of Example 1, 4-chloro-7-iodoisoindolinone (84.0 mg, 0.286 mmol) was dissolved in acetonitrile (3 mL), and the solution was treated with Compound BK (100 mg, 0.571 mmol), palladium acetate (5.2 mg, 0.023 mmol) and triethylamine (0.400 mL, 2.87 mmol), followed by purification by flash column chromatography (hexane/ethyl acetate=7/3, 3/2, 1/1) to obtain Compound 156 (69.7 mg, yield 82%).

Aufarbeitung

  1. customfollowed by purification by flash column chromatography (hexane/ethyl acetate=7/3, 3/2, 1/1)

Quellen und Nachweise

ORD-Eintrag
ord-62ee8151a279485585f17aa92ecaaf07
Quelldatensatz
uspto-grants-2010_06
Patentnummer
US07745641B2

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