Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Bromobenzene | HCID 7961 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | HCID 86731571 | HCID 86731571 | — |
| Catalyst | Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI) | HCID 24350 | — |
| Catalyst | HCID 178418397 | HCID 178418397 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 71523658 | HCID 71523658 | — |
Reaction Steps
A solution of (2-ethynylpiperidin-1-yl)[5-methyl-2-(2H-1,2,3-triazol-2-yl)phenyl]methanone (25 mg, 0.085 mmol), bromobenzene (25 mg, 0.15 mmol), CuI (4.9 mg, 0.025 mmol), and triethylamine (0.15 mL, 1.1 mmol) in DMF (0.5 mL) was purged subsurface with nitrogen. Palladium tetrakis (9.8 mg, 0.0085 mmol) was added and the reaction was heated at 90° C. overnight. The reaction was stirred over excess Quadrapure TU overnight, then filtered and dried. The residue was subjected to purification via reverse phase HPLC to provide the title compound which gave a high resolution mass spectrum (ES+) m/z of 371.1872, calculated for M+H+ [C23H22N4O: 371.1866].
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08940898B2 |
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| Source dataset | uspto-grants-2015_01 |
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| ORD ID | ord-44e01fca5fb542d5949f5482f598664c |
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| Source note | uspto-grants-2015_01 |
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