Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Tetrahydrofuran | HCID 8028 | — |
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | HCID 86605924 | HCID 86605924 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | HCID 69215192 | HCID 69215192 | 77% |
Reaction Steps
A mixture of ethyl {4-[4-({4-[({4-[(E)-2-(1-ethyl-1H-pyrazol-4-yl)ethenyl]-1-phenyl-1H-pyrazol-3-yl}oxy)methyl]-2-methoxyphenoxy}methyl)-5-methyl-1,3-oxazol-2-yl]phenyl}acetate (52 mg), 1N aqueous sodium hydroxide solution (2 mL), tetrahydrofuran (4 mL) and ethanol (4 mL) was heated under reflux for 30 min. After cooling, 1N hydrochloric acid was added to the reaction mixture for neutralization, and the mixture was extracted with ethyl acetate. The organic layer was washed with saturated brine; dried over anhydrous magnesium sulfate and concentrated. Recrystallization of the obtained crystal from tetrahydrofuran-hexane gave {4-[4-({4-[({4-[(E)-2-(1-ethyl-1H-pyrazol-4-yl)ethenyl]-1-phenyl-1H-pyrazol-3-yl}oxy)methyl]-2-methoxyphenoxy}methyl)-5-methyl-1,3-oxazol-2-yl]phenyl}acetic acid as colorless crystals (37.6 mg, yield 77%). melting point: 165-166° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07368578B2 |
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| Source dataset | uspto-grants-2008_05 |
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| ORD ID | ord-a84b59240a9947cf8d34d0ce9680dc01 |
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| Source note | uspto-grants-2008_05 |
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