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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 17326Generated: October 30, 2026

Dimethyl Sulfoxide → HCID 68584830, compound

https://huagongshe.com/reaction/17326

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethyl SulfoxideHCID 679—
ReactantTriethylamineHCID 8471—
ReactantBenzyl (3S)-piperidin-3-ylcarbamateHCID 1514175—
Reactant2-Tert-butyl-7-fluoro-5-methyl-6-phenyl-1,3-benzoxazole-4-carbonitrileHCID 68584607—
SolventEthyl AcetateHCID 8857—
ProductHCID 68584830HCID 6858483075.3%

Reaction Conditions

Temperature90 °C

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

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07737166B2
Source datasetuspto-grants-2010_06
ORD IDord-8d15c92b38f44c1eb3f0c734630f170e
Source noteuspto-grants-2010_06