Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Tetrahydrofuran | HCID 8028 | — |
| Reactant | Lithium hydroxide, monohydrate | HCID 168937 | — |
| Reactant | HCID 68513778 | HCID 68513778 | — |
| Solvent | Methanol | HCID 887 | — |
| Solvent | Water | HCID 962 | — |
| Product | HCID 25055217 | HCID 25055217 | 23.4% |
Reaction Steps
To a mixture of 5-(n-butoxycarbonyl)-3-[2-fluoro-5-(2,3-difluoro-6-methoxy-benzyloxy)-4-methoxyphenyl]-1,3-dihydro-2H-imidazo[4,5-b]pyridin-2-one (0.11 g), tetrahydrofuran (2 mL), methanol (1 mL) and water (1 mL) was added lithium hydroxide monohydrate (43 mg), and the mixture was stirred at room temperature for 30 minutes. The reaction mixture was acidified by adding 1 mol/L hydrochloric acid, and the resulting mixture was extracted with ethyl acetate. The extract was washed with 10% aqueous sodium chloride solution and brine, and dried over anhydrous magnesium sulfate. The solvent was removed under reduced pressure, and the residue was purified by column chromatography on silica gel (eluent: n-hexane/ethyl acetate=1/2−ethyl acetate) to give the title compound (23 mg).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US08217069B2 |
|---|
| Source dataset | uspto-grants-2012_07 |
|---|
| ORD ID | ord-ffc664f54b2747e6995ec5dfe1d30143 |
|---|
| Source note | uspto-grants-2012_07 |
|---|