Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Imidazole | HCID 795 | — |
| Reactant | Ammonium Chloride | HCID 25517 | — |
| Reactant | tert-Butyldiphenylchlorosilane | HCID 94078 | — |
| Reactant | HCID 66839189 | HCID 66839189 | — |
| Catalyst | 4-(Dimethylamino)pyridine | HCID 14284 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | HCID 66839274 | HCID 66839274 | — |
Reaction Steps
tert-Butyldiphenylchlorosilane (0.889 mL), imidazole (233 mg) and DMAP (41.9 mg) were added to a solution of tert-butyl N′-[5-chloro-4-hydroxy-2-(3,4,5-trifluorophenyl)pentanoyl]hydrazinecarboxylate (680 mg) in DMF (5 mL). The reaction solution was stirred at 60° C. for two hours and then left to cool to room temperature. A saturated ammonium chloride solution and ethyl acetate were added to the reaction solution, and the organic layer was separated. The resulting organic layer was washed with brine, dried over anhydrous magnesium sulfate and then concentrated under reduced pressure. The residue was purified by silica gel column chromatography (elution solvent: heptane-ethyl acetate system) to obtain 831 mg of the title compound. The property value of the compound is as follows.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US07935815B2 |
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| Source dataset | uspto-grants-2011_05 |
|---|
| ORD ID | ord-f5f989d8bd3b43b6bb1dc7d7dbfadc86 |
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| Source note | uspto-grants-2011_05 |
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