Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Acetamide | HCID 178 | — |
| Reactant | Thionyl Chloride | HCID 24386 | — |
| Reactant | HCID 10641668 | HCID 10641668 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | HCID 22013898 | HCID 22013898 | 32.3% |
Reaction Steps
To 3-[4-[2-(5-methyl-2-phenyl-4-oxazolyl)ethoxy]phenyl]propionic acid (1.50 g, 4.27 mmol) obtained in Example 17 was added thionyl chloride (2.0 ml), and the mixture was stirred under heating for 1 hr at 100° C. Excess thionyl chloride was evaporated under reduced pressure and acetamide (504 mg, 8.54 mmol) was added to the obtained residue. The mixture was stirred under heating for 1 hr at 120° C. Methanol (5 ml) was added, and the reaction mixture was stirred for 10 min and concentrated under reduced pressure. The obtained residue was purified by silica gel column chromatography (developing solvent; n-hexane:ethyl acetate=1:1) to give the title compound (541 mg, yield 32%) as a white solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06204277B1 |
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| Source dataset | uspto-grants-2001_03 |
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| ORD ID | ord-e6459c9b4e00477e8701d89ceda894b8 |
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| Source note | uspto-grants-2001_03 |
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