Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Aluminum | HCID 5359268 | — |
| Reactant | 5-[[4-[2-(5-Methyl-2-phenyl-4-oxazolyl)ethoxy]-benzo[b]thien-7-yl]methylene]-2,4-thiazolidinedione | HCID 85319247 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | Edaglitazone | HCID 9825701 | — |
Reaction Steps
10 g activated aluminium needles and 1 ml water are added to a solution of 2.03 g (4.3 mmol) 5-{4-[2-(5-Methyl-2-phenyloxazol-4-yl)-ethoxy]-benzo[b]thiophen-7-ylmethylidene}-thiazolidine-2,4-dione (Fp. 204-207° C.) in 130 ml tetrahydrofuran. Then it is heated for 50 min. while stirring to 50° C. and the solid components are removed by filtration. The filtrate is evaporated and the residue is chromatographed on silica gel with a mixture of 88 parts by volume toluene, 10 parts by volume 2-butanone and 2 parts by volume glacial acetic acid. Yield: 1.65 g (83%), Fp. 204-206° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06258832B1 |
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| Source dataset | uspto-grants-2001_07 |
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| ORD ID | ord-a4339babf4d740889636de66907740e3 |
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| Source note | uspto-grants-2001_07 |
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