Hydrochloric Acid → HCID 67378707, compound

Temperature

100 °C

Benzyl (3s,4r)-4-fluoro-3-[(6-pyrazolo[1,5-a]pyridin-3-ylpyrazin-2-yl)amino]piperidine-1-carboxylate (Preparation 41a, 229 mg, 0.51 mmol) was added to a 3N hydrochloric acid solution in methanol (45 mL) and the resulting mixture was heated overnight at 100° C. in a sealed tube. A 37% aqueous hydrochloric acid solution (10 mL) was then added and the reaction mixture was stirred at 100° C. for four additional hours. After cooling to ambient temperature, water was added and the organic solvent was evaporated under reduced pressure. The resulting aqueous phase was washed with methylene chloride, basified by addition of an aqueous 2N sodium hydroxide solution until a basic pH was reached and washed again with methylene chloride (×3). The combined organic phases were washed with brine, dried (MgSO4) and the solvent was evaporated in vacuo to yield the title compound (153 mg, 95%) as an oil.

1. temperatureAfter cooling to ambient temperature
2. customthe organic solvent was evaporated under reduced pressure
3. washThe resulting aqueous phase was washed with methylene chloride
4. additionbasified by addition of an aqueous 2N sodium hydroxide solution until a basic pH
5. washwashed again with methylene chloride (×3)
6. washThe combined organic phases were washed with brine
7. dry with materialdried (MgSO4)
8. customthe solvent was evaporated in vacuo

ORD record

ord-dbc979075b614ffea02a58c017906080

Source dataset

uspto-grants-2015_12

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US09206183B2