Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sodium Iodide | HCID 5238 | — |
| Reactant | 1,4-Dichlorobutane | HCID 8059 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | HCID 67272527 | HCID 67272527 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Solvent | Acetonitrile--water (1/1) | HCID 18373917 | — |
| Product | HCID 68917663 | HCID 68917663 | 37.3% |
Reaction Steps
To a solution of the compound obtained in Example 40 (60 mg) in water/acetonitrile (0.3 mL/2.4 mL) was added 1,4-dichlorobutane (81.6 mg), potassium carbonate (88.8 mg) and sodium iodide (6.8 mg) and the mixture was stirred at 150° C. for 3 hours in a microwave reactor. After cooling to room temperature, to the reaction mixture was added ethyl acetate and water and the mixture was stirred. The organic layer was extracted and dried over magnesium sulfate and filtered. The filtrate was concentrated in vacuo and the resultant crude product was purified by a column chromatography on silica gel (solvent; hexane/ethyl acetate=90/10 to 70/30) to give 6-(2-chlorophenyl)-7-(4-chlorophenyl)-3-(N-cyclopentylcarbamoyl)-2-(1-pyrrolidinyl)-pyrazolo[1,5-a]pyrimidine (25 mg; yield: 37%) as a yellow solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US08188097B2 |
|---|
| Source dataset | uspto-grants-2012_05 |
|---|
| ORD ID | ord-c7ba9b4941ff487ca677c8236753e67e |
|---|
| Source note | uspto-grants-2012_05 |
|---|