Reaktion #337869

Reaktionsgleichung

bromide

benzoyl bromide

1H-pyrrolo[2,3-b]pyridine-N-oxide

1,1,1,3,3,3-hexamethyldisilazane

→

2—(6-bromo-1H-pyrrolo[2,3-b]pyridin-1-yl)(phenyl)methanone

Lösungsmittel

benzene

benzene

Reaktionsbedingungen

Aufarbeitung

1. 1
   SonstigeIn a separate dry flask
2. 2
   WaschenIt was then washed with 3×30 mL NaHCO3 (aq., satd.) and 1×30 mL brine
3. 3
   TrocknenThe organic layer was dried over sodium sulfate
4. 4
   Sonstigeevaporated
5. 5
   SonstigeThe crude material was taken directly to the next step without further purification

Vorschrift

1H-pyrrolo[2,3-b]pyridine-N-oxide (585, 500 mg, 3.72 mmol) was dissolved in 40 mL of dry benzene. In a separate dry flask, benzoyl bromide (2.5 equiv) and 1,1,1,3,3,3-hexamethyldisilazane (1.0 equiv) were combined in 20 mL of dry benzene. The bromide solution was added in 5 mL aliquots over 30 minutes to the reaction flask. The reaction was stirred at ambient temperature for two hours. It was then washed with 3×30 mL NaHCO3 (aq., satd.) and 1×30 mL brine. The organic layer was dried over sodium sulfate and evaporated. The crude material was taken directly to the next step without further purification.

Quelle