HuagongsheHuagongshe Chemistry Print Report · For research reference only
Cesium carbonate → HCID 67104954, compound
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-Bromo-2-chlorobenzonitrile | HCID 7010420 | — |
| Reactant | HCID 58238347 | HCID 58238347 | — |
| Catalyst | Bis(dibenzylideneacetone)palladium | HCID 9811564 | — |
| Product | HCID 59556888 | HCID 59556888 | 22.2% |
| Product | HCID 67104954 | HCID 67104954 | 52.4% |
Reaction Steps
Using (6S)-7-(tert-butyldimethylsilyloxy)-6-methyl-5-azaspiro[2.4]heptan-4-one (200.8 mg), 4-bromo-2-chlorobenzonitrile (194.3 mg), cesium carbonate (384 mg), tris(dibenzylideneacetone)dipalladium(0) (36 mg) and 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene (91 mg), and in the same manner as in Reference Example 3, the title compound (yield: 68.4 mg, yield: 22.2%) and 4-[(6S,7R)-7-(tert-butyldimethylsilyloxy)-6-methyl-4-oxo-5-azaspiro[2.4]hept-5-yl]-2-chlorobenzonitrile (yield: 161 mg, yield: 52.4%) were obtained each as a colorless solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08420694B2 |
| Source dataset | uspto-grants-2013_04 |
| ORD ID | ord-7c468bd5cc944ba6b58adf74f31c3045 |
| Source note | uspto-grants-2013_04 |