Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Pyrazole | HCID 1048 | — |
| Reactant | N,N'-Dimethylethylenediamine | HCID 8070 | — |
| Reactant | Potassium tert-butoxide | HCID 23665647 | — |
| Reactant | HCID 44554077 | HCID 44554077 | — |
| Catalyst | Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI) | HCID 24350 | — |
| Solvent | N-methyl-2-pyrrolidone | HCID 13387 | — |
| Product | HCID 44554075 | HCID 44554075 | — |
Reaction Steps
To a microwave tube were added 2-[5-[(4-chlorophenyl)thio]-4-(4-iodophenyl)-1-methyl-1H-imidazol-2-yl]pyridine (Example 61, 150 mg, 0.30 mmol), CuI (57 mg, 0.30 mmol), pyrazole (61 mg, 0.89 mmol), N,N′-dimethylethylenediamine ((79 mg, 0.89 mmol), potassium t-butoxide (100 mg, 0.89 mmol), and 4 mL of NMP. The reaction was heated at 150° C. for 90 min via microwave. After filtration through Celite, the reaction mixture was purified by reverse phase HPLC to afford the title compound. 1H NMR (500 MHz, (CDCl3): 8.65 (d, 1H), 8.37 (d, 1H), 8.24 (d, 2H), 7.98 (broad s, 1H), 7.84 (t, 1H), 7.43 (d, 2H), 7.36 (t, 1H), 7.25 (d, 2H), 7.04 (d, 2H), 4.15 (s, 3H). LCMS: m/z 444 (M+H)+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08455528B2 |
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| Source dataset | uspto-grants-2013_06 |
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| ORD ID | ord-398deea36c4d4e56a8733acb80faf1cc |
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| Source note | uspto-grants-2013_06 |
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