Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | Ammonium Acetate | HCID 517165 | — |
| Reactant | HCID 59331394 | HCID 59331394 | — |
| Solvent | Acetic Acid | HCID 176 | — |
| Product | HCID 59331458 | HCID 59331458 | 51% |
Reaction Steps
A mixture of ethyl (4-{5-[4-(cyclopropylsulfonyl)phenyl]-4-oxo-6-(tetrahydro-2H-pyran-4-yl)hexanoyl}-1H-imidazol-1-yl)acetate (1.05 g), ammonium acetate (0.70 g) and acetic acid (5 mL) was stirred at 80° C. for 3 hr. The reaction mixture was neutralized with 8M aqueous sodium hydroxide solution, and extracted with ethyl acetate. The ethyl acetate layer was washed with saturated brine, dried (MgSO4) and concentrated. The residue was subjected to basic silica gel column chromatography, and the fraction eluted with ethyl acetate was concentrated. The obtained residue was subjected to silica gel column chromatography, and the title compound (0.44 g, yield 51%) was obtained as a pale-yellow amorphous solid from a fraction eluted with tetrahydrofuran-hexane (5:1, volume ratio). MS: 512 (MH+).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08318746B2 |
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| Source dataset | uspto-grants-2012_11 |
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| ORD ID | ord-d4c974c7af604fe29ffa035605cef20f |
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| Source note | uspto-grants-2012_11 |
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