Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Salicylamide | HCID 5147 | — |
| Reactant | Trifluoroacetic acid | HCID 6422 | — |
| Reactant | Cesium carbonate | HCID 10796 | — |
| Reactant | 2,2,6,6-Tetramethyl-3,5-heptanedione | HCID 70700 | — |
| Reactant | HCID 57642838 | HCID 57642838 | — |
| Catalyst | Cuprous chloride | HCID 62652 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Solvent | N-methyl-2-pyrrolidone | HCID 13387 | — |
| Product | HCID 68850159 | HCID 68850159 | — |
Reaction Steps
Salicylamide (0.030 g), cesium carbonate (0.071 g), 2,2,6,6-tetramethyl-3,5-heptanedione (0.003 mL), and copper(I) chloride (0.006 g) were added to a solution of 4-[7-bromo-3-(2-butynyl)-1-methyl-2-oxo-2,3-dihydro-1H-imidazo[4.5-c]pyridin-4-yl]-piperazine-1-carboxylic acid t-butyl ester (0.050 g) in 1-methyl-2-pyrrolidone (1 mL). This was heated under nitrogen atmosphere at 130° C. for 14 hours. The reaction solution was cooled, dichloromethane (2 mL) and trifluoroacetic acid (3 mL) were added, and this was stirred for two hours. The solvent was removed by concentration under reduced pressure, and the residue was purified by reverse phase high performance liquid chromatography to give the title compound (0.007 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07524847B2 |
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| Source dataset | uspto-grants-2009_04 |
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| ORD ID | ord-580ddd8ae4444c8a988561fbeac9b1ca |
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| Source note | uspto-grants-2009_04 |
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