HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2203009Generated: October 27, 2026
Cesium carbonate → 4-(((5-Chloro-2-thienyl)methyl)amino)-1-(2-cyclopropyl-3-methylimidazo[1,2-a]pyridin-6-yl)pyridin-2(1H)-one
https://huagongshe.com/reaction/2203009
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 | (5-Chlorothiophen-2-yl)methanamine | HCID 11446421 | — |
| Reactant | 4-Bromo-1-(2-cyclopropyl-3-methylimidazo[1,2-a]pyridin-6-yl)-2(1h)-pyridinone | HCID 121386204 | — |
| Catalyst | Bis(dibenzylideneacetone)palladium | HCID 9811564 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Dimethylacetamide | HCID 31374 | — |
| Product | 4-(((5-Chloro-2-thienyl)methyl)amino)-1-(2-cyclopropyl-3-methylimidazo[1,2-a]pyridin-6-yl)pyridin-2(1H)-one | HCID 89690193 | 24% |
Reaction Steps
A mixture of 4-bromo-1-(2-cyclopropyl-3-methylimidazo[1,2-a]pyridin-6-yl)pyridin-2(1H)-one (30 mg), 1-(5-chloro-2-thienyl)methanamine (20 mg), tris(dibenzylideneacetone)dipalladium(0) (2.0 mg), cesium carbonate (57 mg), 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene (3 mg) and DMA (0.4 ml) was heated at 120° C. for 1 h under microwave irradiation. To this mixture was added water, and the precipitate was collected by filtration. The resulting solid was recrystallized from EtOAc-hexane-EtOH to give the title compound (8.6 mg) as a yellow solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09365540B2 |
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| Source dataset | uspto-grants-2016_06 |
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| ORD ID | ord-a3869e2f19b04b62ab8c6466e31f836b |
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| Source note | uspto-grants-2016_06 |
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