Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Pyrazole | HCID 1048 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | N,N-Dimethylethylenediamine | HCID 66053 | — |
| Reactant | HCID 16005345 | HCID 16005345 | — |
| Catalyst | Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI) | HCID 24350 | — |
| Solvent | Toluene | HCID 1140 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | HCID 16005346 | HCID 16005346 | 4.5% |
Reaction Steps
A mixture of 2-((5-bromopyridin-2-yl)methyl)-7-(4-chlorophenyl)-8-(pyridin-4-yl)-[1,2,4]triazolo[4,3-a]pyridin-3(2H)-one (29.6 mg, 0.06 mmol), pyrazole (22.5 mg, 0.33 mmol), copper (I) iodide (8 mg, 0.042 mmol), potassium carbonate (25 mg, 0.18 mmol) and N,N-dimethylethylenediamine (5.3 mg, 0.06 mmol) in 1 mL toluene was heated at 110° C. under argon for 20 h. The reaction mixture was diluted with EtOAc, washed with water, brine, dried (Na2SO4) and concentrated. The crude product was purified by preparative reverse phase HPLC (with TFA) to isolate 1.3 mg of the title compound as a yellow solid. HPLC/MS: retention time=2.44 min, [M+H]+=480.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07572808B2 |
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| Source dataset | uspto-grants-2009_08 |
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| ORD ID | ord-6d15592e739442eebe875c4a0a07863e |
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| Source note | uspto-grants-2009_08 |
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