Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Zoxazolamine | HCID 6103 | — |
| Reactant | Trifluoroacetic acid | HCID 6422 | — |
| Reactant | {2-[(2-Tert-butoxy-1,1-dimethyl-2-oxoethyl)thio]-1,3-thiazol-4-yl}acetic acid | HCID 59759443 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 59758893 | HCID 59758893 | — |
Reaction Steps
The compound obtained using {2-[(2-tert-butoxy-1,1-dimethyl-2-oxoethyl)thio]-1,3-thiazol-4-yl}acetic acid synthesized in Example 3 and 5-chloro-1,3-benzoxazol-2-amine as starting materials and by operations similar to those of Example 242-1 and Example 242-2 was treated with dichloromethane and trifluoroacetic acid, and the mixture was stirred at room temperature for 12 hr. The reaction mixture was concentrated under reduced pressure, and the residue was purified by silica gel chromatography (elution solvent; chloroform:methanol=20:1). Ethyl acetate was added, and the mixture was washed with saturated aqueous sodium hydrogen carbonate solution (the objective compound was extracted in the ethyl acetate layer). The ethyl acetate layer was washed with aqueous 10% citric acid solution and saturated brine, and dried over anhydrous sodium sulfate. The solvent was evaporated under reduced pressure to give the title compound.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08026370B2 |
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| Source dataset | uspto-grants-2011_09 |
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| ORD ID | ord-87d53667543f42ae943605e8059e25d7 |
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| Source note | uspto-grants-2011_09 |
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