N-Iodosuccinimide → 3-Iodo-imidazo[1,2-a]pyridine-8-carbonitrile

HRID 2404073Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2404073
[N:1]1[CH:2]=[CH:3][N:4]2[CH:9]=[CH:8][CH:7]=[C:6]([C:10]#[N:11])[C:5]=12.[I:12]N1C(=O)CCC1=O>ClCCl>[I:12][C:3]1[N:4]2[CH:9]=[CH:8][CH:7]=[C:6]([C:10]#[N:11])[C:5]2=[N:1][CH:2]=1

Komponenten

4

Edukt 2

HCID 120273N-IodosuccinimideHCID 15098893Imidazo[1,2-a]pyridine-8-carbonitrile

Produkt 1

HCID 717572643-Iodo-imidazo[1,2-a]pyridine-8-carbonitrileAusbeute 80 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

To a stirred solution of imidazo[1,2-a]pyridine-8-carbonitrile (1.2 g, 8.38 mmol) in dichloromethane (10 mL) was added N-iodosuccinimide (1.89 g, 8.38 mmol). LCMS monitored the reaction until the starting material consumed completely. The reaction mixture was diluted with dichloromethane and water. The separated organic layer was dried sodium sulfate, filtered and concentrated to give 3-iodoimidazo[1,2-a]pyridine-8-carbonitrile (1.8 g, 6.69 mmol, 80% yield) as a brown solid. MS (ES+) C8H81N3 requires: 269. found: 270 [M+H]+.

Aufarbeitung

  1. customthe reaction until the starting material
  2. customconsumed completely
  3. additionThe reaction mixture was diluted with dichloromethane and water
  4. filtrationfiltered
  5. concentrationconcentrated

Quellen und Nachweise

ORD-Eintrag
ord-1be97dbdfdfc4a988eb3b3be2dac7368
Quelldatensatz
uspto-grants-2014_08
Patentnummer
US08802697B2

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