HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 714891Generated: October 30, 2026
Cesium carbonate → HCID 117839931, compound
https://huagongshe.com/reaction/714891
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Cesium carbonate | HCID 10796 | — |
| Reactant | 2,4-Dichloropyrimidine | HCID 77531 | — |
| Reactant | 1,1'-(9,9-Dimethyl-9H-xanthene-4,5-diyl)bis(1,1-diphenylphosphine) | HCID 636044 | — |
| Reactant | HCID 117840819 | HCID 117840819 | — |
| Catalyst | Bis(dibenzylideneacetone)palladium | HCID 9811564 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 117839931 | HCID 117839931 | 45.9% |
Reaction Steps
To a mixture of tert-butyl 3-(3-cyano-2-oxopyrrolidin-3-yl)azetidine-1-carboxylate (1.3 g) obtained in Step C of Example 309, 2,4-dichloropyrimidine (750 mg), cesium carbonate (3.3 g) and 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene (180 mg) in tetrahydrofuran (12 mL) was added tris(dibenzylideneacetone)dipalladium(0) (93 mg), and the mixture was stirred overnight at 85° 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) to give the title compound (850 mg)
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09187453B2 |
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| Source dataset | uspto-grants-2015_11 |
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| ORD ID | ord-1ab89442ea094540b57385c94b5e1732 |
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| Source note | uspto-grants-2015_11 |
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