HuagongsheHuagongshe Chemistry Print Report · For research reference only
Cesium carbonate → 4-[(6S,7R)-7-(tert-butyldimethylsilyloxy)-6-ethyl-4-oxo-5-azaspiro[2.4]hept-5-yl]-2-(trifluoromethyl)benzonitrile
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Cesium carbonate | HCID 10796 | — |
| Reactant | 1,1'-(9,9-Dimethyl-9H-xanthene-4,5-diyl)bis(1,1-diphenylphosphine) | HCID 636044 | — |
| Reactant | 4-Iodo-2-(trifluoromethyl)benzonitrile | HCID 16218337 | — |
| Reactant | (6S)-7-(tert-butyldimethylsilyloxy)-6-ethyl-5-azaspiro[2.4]heptan-4-one | HCID 58238351 | — |
| Catalyst | Bis(dibenzylideneacetone)palladium | HCID 9811564 | — |
| Product | 4-[(6S,7R)-7-(tert-butyldimethylsilyloxy)-6-ethyl-4-oxo-5-azaspiro[2.4]hept-5-yl]-2-(trifluoromethyl)benzonitrile | HCID 59556908 | — |
Reaction Steps
Using (6S)-7-(tert-butyldimethylsilyloxy)-6-ethyl-5-azaspiro[2.4]heptan-4-one (397.8 mg), 4-iodo-2-trifluoromethylbenzonitrile (482 mg), cesium carbonate (721 mg), tris(dibenzylideneacetone)dipalladium(0) (68 mg) and 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene (171 mg), and in the same manner as in Reference Example 3, the title compound was obtained as a colorless solid (yield: 433.7mg, yield: 67%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07834051B2 |
| Source dataset | uspto-grants-2010_11 |
| ORD ID | ord-4a7196da12d54edb91bcdb11ec085694 |
| Source note | uspto-grants-2010_11 |