Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sodium Carbonate | HCID 10340 | — |
| Reactant | Cesium carbonate | HCID 10796 | — |
| Reactant | 2-Bromo-1-(2,4-dichlorophenyl)propan-1-one | HCID 10923991 | — |
| Reactant | HCID 178434685 | HCID 178434685 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 178434687 | HCID 178434687 | — |
Reaction Steps
To a stirred solution of 5′-methyl-3-trifluoromethyl-2′H-[1,4′]bipyrazolyl-3′-ol (Intermediate KA)(270 mg, 1.163 mmol) and cesium carbonate (379 mg, 1.163 mmol) in DMF (2.684 ml) at 50° C. is added 2-bromo-1-(2,4-dichloro-phenyl)-propan-1-one (Intermediate AA) (328 mg, 1.163 mmol) slowly in DMF (1.789 ml). The reaction is stirred at 50° C. for 1 hour before cooling to RT. 2M Na2CO3 (100 ml) is added and the crude product is extracted with EtOAc (2×100 ml). The organic phases are combined, washed with brine, dried over MgSO4 and concentrated in vacuo. The crude product is purified by ISCO combiflash chromatography, eluting with 0 to 100% (iso-hexane/EtOAc) on a 24 g SiO2 column to give the title compound as a light brown oil; MS: m/z 433.24 [M+H]+
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07994203B2 |
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| Source dataset | uspto-grants-2011_08 |
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| ORD ID | ord-6f29bc0c909e4f778dc720fa7439080c |
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| Source note | uspto-grants-2011_08 |
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