HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 708978Generated: October 25, 2026
Cesium carbonate → 1-[(6-Chloro-3-pyridyl)methyl]-3-(3-cyanophenyl)-4-oxo-pyrido[1,2-a]pyrimidin-1-ium-2-olate
https://huagongshe.com/reaction/708978
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Cesium carbonate | HCID 10796 | — |
| Reactant | 3-Cyanophenylboronic acid | HCID 2734325 | — |
| Reactant | Tri-tert-butylphosphine tetrafluoroborate | HCID 2734635 | — |
| Reactant | 1-[(6-Chloro-3-pyridyl)methyl]-3-iodo-4-oxo-pyrido[1,2-a]pyrimidin-1-ium-2-olate | HCID 86709267 | — |
| Catalyst | palladium(II) acetate | HCID 167845 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Solvent | Dichloromethane methanol | HCID 21226129 | — |
| Product | 1-[(6-Chloro-3-pyridyl)methyl]-3-(3-cyanophenyl)-4-oxo-pyrido[1,2-a]pyrimidin-1-ium-2-olate | HCID 86709269 | — |
Reaction Steps
To a mixture of 80 mg (0.54 mmol) (3-cyanophenyl)boronic acid, 150 mg (0.36 mmol) 1-[(6-chloro-3-pyridyl)methyl]-3-iodo-4-oxo-pyrido[1,2-a]pyrimidin-1-ium-2-olate (Synthesis described in WO 2009/099929), 1.6 mg (0.07 mmol) palladium acetate, 21 mg (0.07 mmol) tri-tert-butylphosphonium tetrafluoroborate and 295 mg caesium carbonate was added 50 ml of dioxane under argon. The mixture was heated to 80° C. for 48 hours. Silica was added and the product was obtained by column chromatographie (dichloromethane/methanol) (21 mg).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09179680B2 |
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| Source dataset | uspto-grants-2015_11 |
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| ORD ID | ord-4fca8d19709242a3a3a619ccb8817289 |
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| Source note | uspto-grants-2015_11 |
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