Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Cesium carbonate | HCID 10796 | — |
| Reactant | 2-Bromo-1-(4-methoxy-2-methyl-phenyl)-propan-1-one | HCID 18967776 | — |
| Reactant | HCID 178432945 | HCID 178432945 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 178491480 | HCID 178491480 | — |
Reaction Steps
To a stirring solution of 4-(3,5-dimethyl-[1,2,4]triazol-1-yl)-5-methyl-2H-pyrazol-3-ol (1 g, 5.18 mmol) (Intermediate A) in DMF (25 ml) was added Cs2CO3 (1.771 g, 5.43 mmol). The mixture was left to stir at 50° C. for 30 minutes and then treated with of 2-bromo-1-(4-methoxy-2-methyl-phenyl)-propan-1-one (Intermediate B) (1.397 g, 5.43 mmol) in DMF (10 ml). The mixture was stirred at 50° C. for 1 hour and concentrated in vacuo. The residue was dissolved in water (300 ml) and extracted with EtOAc (3×150 ml). The combined organic extracts were washed with NaHCO3, water, dried (MgSO4) and concentrated in vacuo to yield a pale yellow solid. Purification of the solid by chromatography on silica eluting with 20-100% EtOAc in iso-hexane afforded the title compound as a white solid; LC-MS Rt 1.03 mins; MS m/z 370.3 [M+H]+; Method 2minLC—30_v002.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08163785B2 |
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| Source dataset | uspto-grants-2012_04 |
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| ORD ID | ord-17f3c51fae614adf86c3fcf9954dcf67 |
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| Source note | uspto-grants-2012_04 |
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