Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Water | HCID 962 | — |
| Reactant | Lithium Hydroxide | HCID 3939 | — |
| Reactant | 2-(Oxolan-2-yl)ethan-1-ol | HCID 11989572 | — |
| Reactant | HCID 68898032 | HCID 68898032 | — |
| Product | HCID 57940911 | HCID 57940911 | 55% |
Reaction Steps
[2-[[2-(3-methoxyphenyl)-6-phenyl-1H-imidazo[4,5-b]pyridin-1-yl]methyl]phenoxy]ethyl acetate (Compound of Example 158) (28 mg) was dissolved in tetrahydrofuran-ethanol (1:1, v/v, 3.6 ml), and to the solution was added 2 N lithium hydroxide (1.2 ml). The mixture was stirred at room temperature for 2 hours. The reaction mixture was poured into water, and to the mixture was added 2 N hydrochloric acid to adjust the pH to 3. The mixture was extracted with ethyl acetate-tetrahydrofuran (3:1, v/v). The organic layer was washed with water and dried over MgSO4. The solvent was distilled off under reduced pressure and the resulting crystals were collected by filtration to obtain [2-[[2-(3-methoxyphenyl)-6-phenyl-1H-imidazo[4,5-b]pyridin-1-yl]methyl]phenoxy]acetic acid (15 mg, 55%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07622479B2 |
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| Source dataset | uspto-grants-2009_11 |
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| ORD ID | ord-16dd71f82c2849f892f0af0a249e2c3e |
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| Source note | uspto-grants-2009_11 |
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