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

To a solution of 7-azaindole (84.8 g, 0.72 mol) in ethyl acetate (700 mL) at 0° C. was added a solution of m-chloroperoxybenzoic acid (19.6 g, 1.14 mol) in ethyl acetate (600 mL) over 1.5 h. The resulting solution was stirred at room temperature for 4 h. After cooling to 0° C., the resulting slurry was filtered and the solid was washed with ethyl acetate (3×30 mL), and the filtrate concentrated in vacuo. The residue was treated at 0° C. with an aqueous 30% potassium carbonate solution to pH 9.5˜10.5. This mixture was stirred for 2 h at 0° C., filtered to collect the precipitate and the precipitate washed with water (2×20 mL) and dried in vacuo to afford 7-azaindole N-oxide (77 g, 80%); LC/MS m/e calcd for C7H6N2O [M+H]+ 135.15, observed 134.9.

1. temperatureAfter cooling to 0° C.
2. filtrationthe resulting slurry was filtered
3. washthe solid was washed with ethyl acetate (3×30 mL)
4. concentrationthe filtrate concentrated in vacuo
5. additionThe residue was treated at 0° C. with an aqueous 30% potassium carbonate solution to pH 9.5˜10.5
6. stirringThis mixture was stirred for 2 h at 0° C.
7. filtrationfiltered
8. customto collect the precipitate
9. washthe precipitate washed with water (2×20 mL)
10. customdried in vacuo

ORD record

ord-ffe3111f7a584defa40dc2b3bf442a16

Source dataset

uspto-grants-2012_07

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US08222416B2