Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | HCID 117864562 | HCID 117864562 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | HCID 117859583 | HCID 117859583 | 65% |
Reaction Steps
A solution of 375 mg (0.57 mmol, 57% purity) of 7-[(2,6-difluorobenzyl)oxy]-5-methoxy-2-methylpyrazolo[1,5-a]pyridine-3-carboxylic acid ethyl ester (Example 162A) in 8.0 ml of 1,4-dioxane was admixed with 6.0 ml of aqueous 2M sodium hydroxide solution. The mixture was stirred at 100° C. for a further 18 hours. The reaction mixture was concentrated under reduced pressure. The residue was admixed with 4 ml of acetonitrile and 2 ml of water, followed by 0.8 ml of trifluoroacetic acid. The resulting precipitate was filtered off and dried under reduced pressure, which gave 172 mg (65% yield, 75% purity) of product.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09422285B2 |
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| Source dataset | uspto-grants-2016_08 |
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| ORD ID | ord-77cf241e187c47b8a3fcd3d5db269ede |
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| Source note | uspto-grants-2016_08 |
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