5-Bromo-2,3-dihydro-7-azaindole → 5-bromo-1H-pyrrolo[2,3-b]pyridine

5-Bromo-2,3-dihydro-1H-pyrrolo[2,3-b]pyridine (2.83 g, 14.2 mol) and manganese dioxide (5.0 g, 58 mmol) in chloroform (30 mL) were stirred at 65° C. for 3 hours. The reaction mixture was allowed to cool to room temperature and filtered, and the solid was washed with chloroform, and the filtrate and the washings were combined and concentrated under reduced pressure. The residue was purified by silica gel column chromatography (hexane/ethyl acetate/chloroform=2/1/1→1/1/0 (v/v/v)) to give the title compound as a brown solid (2.14 g, yield 76%).

1. filtrationfiltered
2. washthe solid was washed with chloroform
3. concentrationconcentrated under reduced pressure
4. customThe residue was purified by silica gel column chromatography (hexane/ethyl acetate/chloroform=2/1/1→1/1/0 (v/v/v))

ORD record

ord-0ad612eca15040a783e95df2a694598c

Source dataset

uspto-grants-2015_12

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US09216999B2