Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sodium Iodide | HCID 5238 | — |
| Reactant | Cesium carbonate | HCID 10796 | — |
| Reactant | Methyl 4-(chloromethyl)benzoate | HCID 36664 | — |
| Reactant | HCID 136330114 | HCID 136330114 | — |
| Solvent | Acetone | HCID 180 | — |
| Solvent | Water | HCID 962 | — |
| Product | HCID 58012217 | HCID 58012217 | — |
Reaction Steps
100 mg (0.23 mmol) of 2-[3-(4-chlorophenyl)-5-oxo-4,5-dihydro-1H-1,2,4-triazol-1-yl]-N-{-methyl-1-[3-(trifluoromethyl)phenyl]ethyl}-acetamide from Example 241A are suspended in 2.5 ml of acetone with 111 mg (0.34 mmol) of caesium carbonate and 34 mg (0.23 mmol) of sodium iodide and treated with 55 mg (0.30 mmol) of methyl 4-(chloromethyl)-benzoate. This is stirred for 4 hrs at 50° C. The suspension is then treated with 1.5 ml of water and extracted four times with 2 ml of ethyl acetate each time. The combined organic phases are dried over sodium sulphate and filtered. After evaporation, the crude product is purified by preparative HPLC [Method 10]. 56.6 mg (42% of theory) of the target compound are thus obtained.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08084481B2 |
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| Source dataset | uspto-grants-2011_12 |
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| ORD ID | ord-a612469e04f149a08c4245c40f0549c1 |
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| Source note | uspto-grants-2011_12 |
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