Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Ammonium formate | HCID 2723923 | — |
| Reactant | HCID 22935580 | HCID 22935580 | — |
| Catalyst | HCID 178418390 | HCID 178418390 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | HCID 22935586 | HCID 22935586 | 88% |
Reaction Steps
A mixture of 10% palladium carbon (50% water, 183 mg), 4-benzyl-1-(3-(6-fluoropyridine-3-yl)-2,2,4,6,7-pentamethyl-2,3-dihydro-1-benzofuran-5-yl)piperazine (1.83 g, 4 mmol) obtained in Example 126 and ammonium formate (505 mg, 8 mmol) in methanol (50 ml) was refluxed for 2 hours under nitrogen atmosphere. The resulting mixture was cooled to room temperature and the catalyst was removed by filtration. The filtrate was concentrated under reduced pressure. The residue was diluted with ethyl acetate. The organic layer was washed with saturated aqueous sodium bicarbonate, and dried over anhydrous sodium sulfate. The solvent was removed by distillation under reduced pressure. The residue was purified with basic silica gel column chromatography (ethyl acetate) to obtain 1.3 g (yield 88%) of the title compound as an amorphous powder.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07208495B2 |
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| Source dataset | uspto-grants-2007_04 |
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| ORD ID | ord-9bce49612edf43caa47adf6e3bc1b2c0 |
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| Source note | uspto-grants-2007_04 |
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