Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Ethyl Acetate | HCID 8857 | — |
| Reactant | 2-Chloroacetophenone | HCID 10757 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | HCID 68893646 | HCID 68893646 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 68891436 | HCID 68891436 | 10.4% |
Reaction Steps
3-Amino-5-[3-oxospiro[6-azaisobenzofuran-1(3H),1-cyclohexan]-4′-yl]-1H-pyrazole (180 mg, 0.633 mmol), phenacyl chloride (150 mg, 0.94 mmol) and potassium carbonate (180 mg, 1.27 mmol) were stirred overnight at room temperature in N,N-dimethylformamide (10 mL). The mixture was stirred for further 1 hour at 80° C. The reaction solution was cooled down to room temperature and ethyl acetate was added thereto. The reaction solution was washed with water and saturated brine, and the organic layer was dried over anhydrous magnesium sulfate and concentrated in vacuo to remove the solvent. The residue was separated and purified by a silica gel column chromatography (C-300, methanol:chloroform=1:50 to 1:30) to obtain the title compound (26.5 mg, 10.4%) as a cis and trans mixture.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07365079B2 |
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| Source dataset | uspto-grants-2008_04 |
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| ORD ID | ord-b157539ee26d4b3ab6b9bcda8f52cc8f |
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| Source note | uspto-grants-2008_04 |
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