HuagongsheHuagongshe Chemistry Print Report · For research reference only
tert-butyl(dimethyl)[(2E)-2-penten-4-ynyloxy]silane → 4-((3E)-5-{[tert-butyl(dimethyl)silyl]oxy}-3-penten-1-ynyl)-6-phenoxypyrimidin-5-amine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | tert-butyl(dimethyl)[(2E)-2-penten-4-ynyloxy]silane | HCID 10845580 | — |
| Reactant | 4-Iodo-6-phenoxy-5-pyrimidinamine | HCID 86084785 | — |
| Catalyst | Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI) | HCID 24350 | — |
| Catalyst | HCID 178418476 | HCID 178418476 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Solvent | Triethylamine | HCID 8471 | — |
| Product | 4-((3E)-5-{[tert-butyl(dimethyl)silyl]oxy}-3-penten-1-ynyl)-6-phenoxypyrimidin-5-amine | HCID 86615751 | 87.8% |
Reaction Steps
4-Iodo-6-phenoxypyrimidin-5-amine (1.0 g) was dissolved in a mixed solvent of acetonitrile (53 mL)/triethylamine (39 mL), and tert-butyl(dimethyl)[(2E)-2-penten-4-ynyloxy]silane (753 mg), trans-dichlorobis(triphenylphosphine)palladium(II) (112 mg) and copper(I) iodide (36.5 mg) were sequentially added. The title compound (1.07 g) was obtained as crystals by the reaction in the same manner as in Example 9 (iv).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07507740B2 |
| Source dataset | uspto-grants-2009_03 |
| ORD ID | ord-ccbcaae9a5f940c3a8350c0dd2d6f435 |
| Source note | uspto-grants-2009_03 |