1H-Pyrrolo(2,3-b)pyridine → HCID 178526233, compound

7-Azaindole (100 g, 846 mmol) was dissolved in 1 L of ethyl acetate, and an ethyl acetate solution (400 mL) of m-CPBA (65%, 520 g) was dropwise added thereto under ice-cooling over two hours. The resulting mixture was stirred at room temperature for 14 hours. The precipitated solid was collected by filtration under reduced pressure, washed with ethyl acetate, and dried under reduced pressure. Distilled water (600 mL) was added to the obtained solid, and an aqueous solution prepared by dissolving potassium carbonate (125 g, 907 mmol) in water (350 mL) was added thereto while stirring. The resulting solution was cooled at 4° C. for 2 hours to precipitate crystals. The crystals were collected by filtration under reduced pressure, washed with a minimum amount of iced water, and dried under reduced pressure to give 7-azaindole N-oxide (66.0 g) as an off-white solid (yield: 58%).

1. temperatureunder ice-cooling over two hours
2. filtrationThe precipitated solid was collected by filtration under reduced pressure
3. washwashed with ethyl acetate
4. customdried under reduced pressure
5. additionDistilled water (600 mL) was added to the obtained solid
6. customan aqueous solution prepared
7. additionwas added
8. stirringwhile stirring
9. temperatureThe resulting solution was cooled at 4° C. for 2 hours
10. customto precipitate crystals
11. filtrationThe crystals were collected by filtration under reduced pressure
12. washwashed with a minimum amount of iced water
13. customdried under reduced pressure

ORD record

ord-42a7a9c17534417b9ded84672855475d

Source dataset

uspto-grants-2012_10

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US08299252B2