Water → 2-(5-Bromo-2,3-dihydro-1H-indol-1-yl)-1H-benzimidazole

HRID 573277

Reaktionsgleichung

Reaktionsgleichung von HRID 573277
[Br:1][C:2]1[CH:3]=[C:4]2[C:8](=[CH:9][CH:10]=1)[NH:7][CH2:6][CH2:5]2.Cl[C:12]1[NH:16][C:15]2[CH:17]=[CH:18][CH:19]=[CH:20][C:14]=2[N:13]=1.O>CC(N(C)C)=O.CN(C=O)C>[Br:1][C:2]1[CH:3]=[C:4]2[C:8](=[CH:9][CH:10]=1)[N:7]([C:12]1[NH:16][C:15]3[CH:17]=[CH:18][CH:19]=[CH:20][C:14]=3[N:13]=1)[CH2:6][CH2:5]2

Komponenten

5

Edukt 3

HCID 962WaterHCID 785722-ChlorobenzimidazoleHCID 34115665-Bromoindoline

Produkt 1

HCID 667278722-(5-Bromo-2,3-dihydro-1H-indol-1-yl)-1H-benzimidazoleAusbeute 69,4 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 22628260N,N-dimethylformamide N,N-dimethylacetamideLösungsmittel

Reaktionsbedingungen

Temperatur
150 °C

Versuchsvorschrift

A mixture of 5-bromoindoline (1 g) and 2-chloro-1H-benzo[d]imidazole (0.770 g) in DMA/DMF (5 mL, 3/2) was stirred at 150° C. for 12 h, treated with water, and extracted with AcOEt. The organic layer was dried over MgSO4 and concentrated under reduced pressure. The residue was purified by silica gel column chromatography (AcOEt/hexane) to give the title compound (1.1 g).

Aufarbeitung

  1. extractionextracted with AcOEt
  2. dry with materialThe organic layer was dried over MgSO4
  3. concentrationconcentrated under reduced pressure
  4. customThe residue was purified by silica gel column chromatography (AcOEt/hexane)

Quellen und Nachweise

ORD-Eintrag
ord-382a041251144bd1a58a76f565fcab9f
Quelldatensatz
uspto-grants-2015_05
Patentnummer
US09029536B2

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