Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Triethylammonium formate | HCID 11084032 | — |
| Reactant | HCID 19434940 | HCID 19434940 | — |
| Catalyst | HCID 178418397 | HCID 178418397 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 19434880 | HCID 19434880 | 56.2% |
Reaction Steps
223 mg (0.429 mmol) of the above 2-(4-allyloxycarbonylamino-3-fluorophenyl)-5-amino-7-diethylcarbamoyloxymethyl-6,8-difluoro-4H-1-benzopyran-4-one was dissolved in 20 mL of tetrahydrofuran, 0.29 mL of formic acid-triethylamine and 50 mg (0.043 mmol) of tetrakis(triphenylphosphine)palladium were added and the mixture was stirred at room temperature for 40 minutes. Water was added to the reaction solution and the mixture was extracted with ethyl acetate. The organic layer was washed with water and an aqueous saturated solution of sodium chloride and dried over anhydrous sodium sulfate, and the solvent was distilled off under reduced pressure. The residue was purified by silica gel column chromatography (chloroform) and recrystallized from ethyl acetate/n-hexane, to give 105 mg of Compound 156 (yield: 56%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US05539112 |
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| Source dataset | uspto-grants-1996_07 |
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| ORD ID | ord-884c5134db8e4d66b64052a4e5fcdc22 |
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| Source note | uspto-grants-1996_07 |
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