HuagongsheHuagongshe Chemistry Print Report · For research reference only
Cesium carbonate → 4-[(2S,3S)-3-(tert-butyldimethylsilyloxy)-2-ethyl-5-oxopyrrolidin-1-yl]-2-chlorobenzonitrile
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 | (4S,5S)-4-(tert-butyldimethylsilyloxy)-5-ethylpyrrolidin-2-one | HCID 67105254 | — |
| Catalyst | Bis(dibenzylideneacetone)palladium | HCID 9811564 | — |
| Product | 4-[(2S,3S)-3-(tert-butyldimethylsilyloxy)-2-ethyl-5-oxopyrrolidin-1-yl]-2-chlorobenzonitrile | HCID 59556883 | — |
Reaction Steps
Using (4S,5S)-4-(tert-butyldimethylsilyloxy)-5-ethylpyrrolidin-2-one (470 mg), 4-bromo-2-chlorobenzonitrile (477 mg), cesium carbonate (944 mg), tris(dibenzylideneacetone)dipalladium(0) (88.5 mg) and 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene (224 mg), and in the same manner as in Reference Example 3, the title compound was obtained as a colorless solid (yield: 550 mg, 75%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08420694B2 |
| Source dataset | uspto-grants-2013_04 |
| ORD ID | ord-f1151d2984b04db58e5c012584327949 |
| Source note | uspto-grants-2013_04 |