Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Potassium Phosphate, Tribasic | HCID 62657 | — |
| Reactant | HCID 90241557 | HCID 90241557 | — |
| Reactant | HCID 118482857 | HCID 118482857 | — |
| Catalyst | HCID 178418397 | HCID 178418397 | — |
| Solvent | tert-Butyl methyl ether | HCID 15413 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | HCID 118482856 | HCID 118482856 | — |
Reaction Steps
65 mmol of 2-iodo-5-propylpyrimidine and 65 mmol of 2-chloro-3-fluoro-5-(4,4,5,5-tetraethyl-1,3,2-dioxaborolan-2-yl)pyridine are dissolved in 155 ml of dioxane, and 130 mmol of tripotassium phosphate and 2 mmol of tetrakis(triphenylphosphine)palladium catalyst are added. The mixture is heated at 100° C. for 17 hours with stirring. Water and methyl tert-butyl ether are added to the reaction solution, and the organic phase is washed with water, dried using sodium sulfate and evaporated. The residue is purified by chromatography on silica gel with dichloromethane/MTB ether 90/10, giving 2-(6-chloro-5-fluoropyridin-3-yl)-5-propylpyrimidine.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09376622B2 |
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| Source dataset | uspto-grants-2016_06 |
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| ORD ID | ord-2954a7787fe744cca6bedc2e2d774e9f |
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| Source note | uspto-grants-2016_06 |
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