Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Tetrahydrofuran | HCID 8028 | — |
| Reactant | 1,2-Dimethoxyethane | HCID 8071 | — |
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | HCID 131735838 | HCID 131735838 | — |
| Solvent | Water | HCID 962 | — |
| Product | HCID 117987778 | HCID 117987778 | 89.6% |
Reaction Steps
To a mixture to methyl (4-(7-bromo-1-(2,6-difluorophenyl)-4-methoxy-1H-pyrazolo[4,3-c]pyridin-3-yl)phenyl)acetate (270 mg) in a mixed solvent of DME (1.0 mL), THF (1.0 mL) and water (0.5 mL) was added 8N aqueous sodium hydroxide solution (0.346 mL), and the mixture was stirred at 60° C. for 4 hr. To the reaction mixture was added water, and the mixture was extracted with ethyl acetate. The aqueous layer was neutralized with 1N hydrochloric acid at 0° C., and the mixture was extracted with ethyl acetate. The organic layer was washed with water and saturated brine, dried over anhydrous magnesium sulfate, and concentrated under reduced pressure to give the title compound (235 mg).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US09371320B2 |
|---|
| Source dataset | uspto-grants-2016_06 |
|---|
| ORD ID | ord-db3d56767daa47b3b4f743e96e92fd94 |
|---|
| Source note | uspto-grants-2016_06 |
|---|