Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Potassium phosphate, tribasic, monohydrate | HCID 22031701 | — |
| Reactant | HCID 22031890 | HCID 22031890 | — |
| Reactant | HCID 22032326 | HCID 22032326 | — |
| Catalyst | HCID 178418397 | HCID 178418397 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | HCID 22031031 | HCID 22031031 | 73.4% |
Reaction Steps
82 mg 6-bromo-3-(5-cyclopropyl-[1,2,4]oxadiazol-3-yl)-imidazo[1,2-a]pyridine (compound in Production Example 255), 227 mg 3-(2-fluoro-4-methoxyphenyl)-4-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-1-trityl-1H-pyrazole (compound in Production Example 185), 86 mg tripotassium phosphate hydrate and 31 mg tetrakis(triphenylphosphine)palladium were stirred at 80° C. for 14 hours in 3 mL N,N-dimethylformamide under nitrogen atmosphere. Water and ethyl acetate were added thereto, then the reaction solution was filtered through Celite, and the organic layer was washed with brine. The solution was dried over anhydrous sodium sulfate, the solvent was removed, and the resulting residue was purified by NH silica gel column chromatography (hexane/ethyl acetate) to give 130 mg of the title compound (colorless oil).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07074801B1 |
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| Source dataset | uspto-grants-2006_07 |
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| ORD ID | ord-a60b2d0c17744fa783349fd6aea95e60 |
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| Source note | uspto-grants-2006_07 |
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