HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 714780Generated: October 29, 2026
Cesium carbonate → 3-ethyl-1-(2-((1-methyl-1H-pyrazol-4-yl)amino)pyrimidin-4-yl)-2-oxopyrrolidine-3-carbonitrile
https://huagongshe.com/reaction/714780
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 | 3-Ethyl-2-oxopyrrolidine-3-carbonitrile | HCID 55300209 | — |
| Reactant | 4-chloro-N-(1-methyl-1H-pyrazol-4-yl)pyrimidin-2-amine | HCID 117840419 | — |
| Catalyst | Bis(dibenzylideneacetone)palladium | HCID 9811564 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 3-ethyl-1-(2-((1-methyl-1H-pyrazol-4-yl)amino)pyrimidin-4-yl)-2-oxopyrrolidine-3-carbonitrile | HCID 117840326 | 53.3% |
Reaction Steps
To a mixture of 4-chloro-N-(1-methyl-1H-pyrazol-4-yl)pyrimidin-2-amine (110 mg) obtained in Step C, 3-ethyl-2-oxopyrrolidine-3-carbonitrile (82 mg) obtained in Step H, cesium carbonate (350 mg) and 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene (19 mg) in tetrahydrofuran (3 mL) was added tris(dibenzylideneacetone)dipalladium(0) (10 mg), and the mixture was stirred overnight at 90° C. The insoluble substance was removed by filtration through Celite, and the solvent was evaporated under reduced pressure. The residue was purified by silica gel column chromatography (hexane/ethyl acetate), and recrystallized (hexane/ethyl acetate) to give the title compound (87 mg)
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US09187453B2 |
|---|
| Source dataset | uspto-grants-2015_11 |
|---|
| ORD ID | ord-13421e7344b741888ca81bb81e5b8dbc |
|---|
| Source note | uspto-grants-2015_11 |
|---|