HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 17326Generated: October 30, 2026
Dimethyl Sulfoxide → HCID 68584830, compound
https://huagongshe.com/reaction/17326
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Dimethyl Sulfoxide | HCID 679 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Benzyl (3S)-piperidin-3-ylcarbamate | HCID 1514175 | — |
| Reactant | 2-Tert-butyl-7-fluoro-5-methyl-6-phenyl-1,3-benzoxazole-4-carbonitrile | HCID 68584607 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | HCID 68584830 | HCID 68584830 | 75.3% |
Reaction Steps
Triethylamine (83 μl, 598 μmol) and (3S)-3-benzyloxycarbonylaminopiperidine (70 mg, 298 μmol) were added to a dimethyl sulfoxide (3.8 ml) solution of 2-tert-butyl-7-fluoro-5-methyl-6-phenyl-1,3-benzoxazole-4-carbonitrile (I-72) (77 mg, 249 μmol), followed by stirring at 90° C. for 11 hours. After cooling, the reaction liquid was diluted with ethyl acetate, this was washed with saturated brine and 1 N hydrochloric acid. The organic layer was dried over anhydrous magnesium sulfate, concentrated under reduced pressure. The resulting residue was purified by silica gel column chromatography (n-hexane:ethyl acetate=8:1→4:1, v/v) to obtain the entitled compound (98 mg, 75%) as a colorless oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07737166B2 |
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| Source dataset | uspto-grants-2010_06 |
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| ORD ID | ord-8d15c92b38f44c1eb3f0c734630f170e |
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| Source note | uspto-grants-2010_06 |
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