Reaktion #45429

ord-fabe84145ad840b4b3c077c5acb259a2

Reaktionsgleichung

Nc1ncc(CO)c2scc(Br)c12
solution
Nc1ncc(CO)c2scc(Br)c12
(4-amino-3-bromothieno[3,2-c]pyridin-7-yl)methanol
Nc1ncc(C=O)c2scc(Br)c12
desired product
Ausbeute 89.0%
Nc1ncc(C=O)c2scc(Br)c12
4-amino-3-bromothieno[3,2-c]pyridine-7-carbaldehyde
Ausbeute 89.0%

Lösungsmittel

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    Filtrationfiltered through diatomaceous earth (Celite®)
  2. 2
    WaschenThe pad was washed with THF and dichloromethane
  3. 3
    Einengenthe combined filtrates were concentrated

Vorschrift

A solution of Example 277E (1 g, 3.86 mmol) in THF (100 mL) was treated with MnO2 (2.66 g, 42.1 mmol), stirred overnight at room temperature, and filtered through diatomaceous earth (Celite®). The pad was washed with THF and dichloromethane and the combined filtrates were concentrated to provide 0.88 g (89% yield) of the desired product. MS (ESI(+)) m/e 256.8, 258.8 (M+H)+.

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US07737160B2uspto-grants-2010_06