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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2103936Generated: October 25, 2026

Tert-butyl 4-cyanophenylcarbamate → HCID 178507458, compound

https://huagongshe.com/reaction/2103936

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTert-butyl 4-cyanophenylcarbamateHCID 10130644—
ReactantOxadiazoloneHCID 21866502—
ReactantHCID 178472065HCID 178472065—
SolventDichloromethaneHCID 6344—
SolventTrifluoroacetic acidHCID 6422—
ProductHCID 178507458HCID 178507458—

Reaction Steps

Compound 14 (3.25 g, 14.9 mmol) was converted into oxadiazolone 15 as described earlier for the preparation of compound 3. The resulting crude light orange solid was stirred for 5 h in a mixture of DCM (15 mL) and TFA (8 mL). Concentration under reduced pressure and evaporation with toluene (2×10 mL) gave a brown solid which was purified by silica gel (40 g) column chromatography (eluent: EtOAc) to yield compound 16 (1.81 g, 69% over the three steps). Rf 0.5 (EtOAc).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07576071B2
Source datasetuspto-grants-2009_08
ORD IDord-80977cb623b04e04bafd62ef3fce6e2f
Source noteuspto-grants-2009_08