HuagongsheHuagongshe Chemistry Print Report · For research reference only
Cesium carbonate → Rac-2-chloro-4-[(4r,5s)-4-(tert-butyldimethylsilyloxy)-3,3,5-trimethyl-2-oxopyrrolidin-1-yl]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-Bromo-2-chlorobenzonitrile | HCID 7010420 | — |
| Reactant | (4RS,5RS)-4-(tert-butyldimethylsilyloxy)-3,3,5-trimethylpyrrolidin-2-one | HCID 67105615 | — |
| Catalyst | Bis(dibenzylideneacetone)palladium | HCID 9811564 | — |
| Product | Rac-2-chloro-4-[(4r,5s)-4-(tert-butyldimethylsilyloxy)-3,3,5-trimethyl-2-oxopyrrolidin-1-yl]benzonitrile | HCID 59557028 | — |
Reaction Steps
Using (4RS,5SR)-4-(tert-butyldimethylsilyloxy)-3,3,5-trimethylpyrrolidin-2-one (105.9 mg), 4-bromo-2-chlorobenzonitrile (89 mg), cesium carbonate (200 mg), tris(dibenzylideneacetone)dipalladium(0) (20 mg) and 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene (25 mg), and in the same manner as in Reference Example 3, the title compound was obtained as a colorless solid (yield: 121 mg, 75%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08420694B2 |
| Source dataset | uspto-grants-2013_04 |
| ORD ID | ord-1d40dfa4541a491a8b3b8a351adbc87d |
| Source note | uspto-grants-2013_04 |