HuagongsheHuagongshe Chemistry Print Report · For research reference only
Tert-butyl 4-cyanophenylcarbamate → HCID 178507458, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Tert-butyl 4-cyanophenylcarbamate | HCID 10130644 | — |
| Reactant | Oxadiazolone | HCID 21866502 | — |
| Reactant | HCID 178472065 | HCID 178472065 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Solvent | Trifluoroacetic acid | HCID 6422 | — |
| Product | HCID 178507458 | HCID 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
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07576071B2 |
| Source dataset | uspto-grants-2009_08 |
| ORD ID | ord-80977cb623b04e04bafd62ef3fce6e2f |
| Source note | uspto-grants-2009_08 |