Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Tetrahydrofuran | HCID 8028 | — |
| Reactant | Aluminium lithium hydride | HCID 21226445 | — |
| Reactant | 2-(2-(1-tert-butyl-5-(4-fluorophenyl)-1H-pyrazol-4-yl)thiazol-4-yl)acetic acid | HCID 86721182 | — |
| Catalyst | Sodium Hydroxide | HCID 14798 | — |
| Product | HCID 86721199 | HCID 86721199 | 12.15% |
Reaction Steps
To a solution of lithium aluminum hydride (4.93 mg, 0.13 mmol) in THF (3 mL) was added 2-(2-(1-tert-butyl-5-(4-fluorophenyl)-1H-pyrazol-4-yl)thiazol-4-yl)acetic acid (68 mg, 0.15 mmol) at room temperature, and the mixture was stirred at 80° C. for 2 hr. To the reaction mixture was added 1N aqueous sodium hydroxide solution (2 drops), and the mixture was stirred at room temperature for 1 hr. After extraction with ethyl acetate, washing with saturated brine and drying, the solvent was evaporated under reduced pressure. The residue was purified by NH-silica gel column chromatography (solvent gradient; 3→50% ethyl acetate/hexane) to give the title compound (8 mg, 0.019 mmol, 12.15%) as a pale-yellow oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09156837B2 |
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| Source dataset | uspto-grants-2015_10 |
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| ORD ID | ord-dc0502c55536424fbea00ab67663819f |
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| Source note | uspto-grants-2015_10 |
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