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

HRID 2274235Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2274235
[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+) C8H8IN3 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-f6ead681766a42f38b2b6a4e69aec252
Quelldatensatz
uspto-grants-2015_09
Patentnummer
US09126951B2

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