HuagongsheHuagongshe Chemistry Print Report · For research reference only
1,4-Bis(diphenylphosphino)butane → 4-Methyl-2-methylthio-6-(4-trifluoromethylphenyl)-pyrimidine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 1,4-Bis(diphenylphosphino)butane | HCID 82124 | — |
| Reactant | 4-Chloro-6-methyl-2-(methylthio)pyrimidine | HCID 241163 | — |
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | 4-(Trifluoromethyl)phenylboronic acid | HCID 2734389 | — |
| Catalyst | Bis(benzonitrile)palladium chloride | HCID 498840 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Toluene | HCID 1140 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | 4-Methyl-2-methylthio-6-(4-trifluoromethylphenyl)-pyrimidine | HCID 18356787 | 74.4% |
Reaction Steps
0.236 g of 1,4-bis(diphenylphosphino)butane and 0.20 g bis(benzonitrile)-palladium(II)chloride are refluxed in 10 m toluene under nitrogen for 2 hrs. At room temperature 0.95 g 4-chloro-6-methyl-2-methylthio-pyrimidine, 1.24 g 4-trifluoromethylphenyl boronic acid, 1.38 g sodium hydrogen carbonate, 30 ml water and 40 ml dioxane are added, and the mixture is heated to reflux for 5 hrs. The organic phase is washed with water and chromatographed to give 1.15 g of the title compound.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06313072B1 |
| Source dataset | uspto-grants-2001_11 |
| ORD ID | ord-5abaa105a24c441f839402e367d29832 |
| Source note | uspto-grants-2001_11 |