Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Pyrazole | HCID 1048 | — |
| Reactant | 1,10-Phenanthroline | HCID 1318 | — |
| Reactant | Ethyl Acetate | HCID 8857 | — |
| Reactant | 2-Bromopyrimidine | HCID 78345 | — |
| Catalyst | Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI) | HCID 24350 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Dimethylacetamide | HCID 31374 | — |
| Product | 2-(1H-Pyrazol-1-yl)pyrimidine | HCID 11170771 | 15.7% |
Reaction Steps
A reaction mixture containing pyrazole (2 g, 29 mmol), 2-bromopyrimidine (3.8 g, 24 mmol), copper (I) iodide (0.91 g, 4.8 mmol) and 1,10-phenanthroline (1.7 g, 9.6 mmol) in DMA was heated at 140° C. in a sealed tube for 6 hours. After the reaction, ethyl acetate (30 mL) was added, followed by water. The aqueous layer was extract three times (20 mL) and the organic layer was collected, dry over sodium sulfate. After concentration under vacuum, the crude product was purified using column chromatography (10% ethyl acetate in dichloromethane) to give 0.55 g of pure product. 15% yield. MS (ESMS, M+H 146).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US08546404B2 |
|---|
| Source dataset | uspto-grants-2013_10 |
|---|
| ORD ID | ord-def692fd8412499c9e784ff4a9993002 |
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| Source note | uspto-grants-2013_10 |
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