HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 929758Generated: October 30, 2026
Hydrochloric Acid → HCID 90202440, compound
https://huagongshe.com/reaction/929758
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | HCID 90202331 | HCID 90202331 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Solvent | Potassium Hydroxide | HCID 14797 | — |
| Product | HCID 90202440 | HCID 90202440 | 100.8% |
Reaction Steps
Crude 3-[5-(2-Chloro-benzyloxy)-pyridin-2-yl]-isoxazole-5-carboxylic acid ethyl ester (which may be prepared as described in Preparation of Intermediate 9; 236 mg, 0.66 mmol assumed) was taken up in a mixture of 2 M KOH (12 mL) and THF (3 mL). The mixture was heated at 55° C. for 4 h and then stirred at room temperature overnight. The mixture was cooled to 0° C. and 4 M aqueous HCl (3 mL) was added. The mixture was extracted with EtOAc and the organic layer was dried (Na2SO4), filtered, and evaporated to give 3-[5-(2-chloro-benzyloxy)-pyridin-2-yl]-isoxazole-5-carboxylic acid (220 mg, 100%) as an off-white powder.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09296711B2 |
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| Source dataset | uspto-grants-2016_03 |
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| ORD ID | ord-eeb8ab78fd5f4f4aa836b7f3cb1e27ad |
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| Source note | uspto-grants-2016_03 |
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