HuagongsheHuagongshe Chemistry Print Report · For research reference only
Potassium Carbonate → 2-(1-Methyl-3-trifluoromethylpyrazol-5-yl)-4-(1-methyl-3-trifluoromethylpyrazol-5-yloxy)-5-methylpyrimidine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 2-Iodo-6-(1-methyl-3-trifluoromethylpyrazol-5-yloxy)-5-methylpyrimidine | HCID 12056712 | — |
| Reactant | 1-Methyl-3-(trifluoroMethyl)pyrazole-5-boronic acid | HCID 12056713 | — |
| Catalyst | HCID 178418397 | HCID 178418397 | — |
| Solvent | Methanol | HCID 887 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | 2-(1-Methyl-3-trifluoromethylpyrazol-5-yl)-4-(1-methyl-3-trifluoromethylpyrazol-5-yloxy)-5-methylpyrimidine | HCID 10294729 | — |
Reaction Steps
To a solution of 4A (1 g) in toluene (10 ml) is added a 2 M solution of potassium carbonate in water (2.5 ml) under an inert gas atmosphere. A suspension of 4B (0.66 g) and tetrakis(triphenylphosphine)palladium (0.15 g) in methanol (3 ml) is added and the mixture is heated to for 36 h to reflux. After cooling, the organic phase is separated and the water phase is washed twice with ethyl acetate. The combined organic phases are dried, evaporated to dryness and the residue is purified by silica-gel flash chromatography and preparative HPLC. One obtains the title compound as colorless crystals of mp. 113° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06528456B2 |
| Source dataset | uspto-grants-2003_03 |
| ORD ID | ord-c2b9bf2052b244499804956fd1a7ec05 |
| Source note | uspto-grants-2003_03 |