Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Acetic Acid | HCID 176 | — |
| Reactant | Dimethylformamide | HCID 6228 | — |
| Reactant | HCID 178438835 | HCID 178438835 | — |
| Catalyst | HCID 178418390 | HCID 178418390 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | HCID 178438834 | HCID 178438834 | 59.6% |
Reaction Steps
5-(2,4-bis-benzyloxy-5-isopropyl-phenyl)-4-(4-morpholin-4-yl-phenyl)-4H-[1,2,4]triazol-3-ol (1.2 g, 2.07 mmol) was suspended in methanol (100 mL), acetic acid (50 mL) and dimethylformamide (50 mL), and mixed with palladium carbon (60 mg), and catalytic reduction was carried out under a hydrogen atmosphere at 80° C. for 1 hour and then at room temperature overnight. After completing the reaction, the catalyst was removed by filtration and the solvent was concentrated under reduced pressure. The residue was mixed with 5% aqueous sodium hydrogencarbonate to make it neutral and then extracted twice with chloroform. The organic layer thus obtained was dried over anhydrous sodium sulfate. Sodium sulfate was removed by filtration, and the solvent was distilled off under reduced pressure, and the residue thus obtained was purified by silica gel column chromatography (dichloromethane:methanol 15:1-10:1). The obtained product was purified by suspending in ethanol to obtain the title compound (OH-a01: white crystals, 489 mg, 59%). The analytical data of this compound were the same as that of the target compound obtained in Example 2-1A.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08399464B2 |
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| Source dataset | uspto-grants-2013_03 |
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| ORD ID | ord-9a5439e366434e77b0653836e70672ba |
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| Source note | uspto-grants-2013_03 |
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