Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Pyrazole | HCID 1048 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| 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 44554076 | HCID 44554076 | — |
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, 0.298 mmol), CuI (5.67 mg, 0.03 mmol), pyrazole (41 mg, 0.595 mmol), potassium carbonate (82 mg, 0.595 mmol), and 4 mL of NMP. The reaction was heated at 195° 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): 8.66 (d, 1H), 8.37 (d, 1H), 8.24 (d, 2H), 7.96 (d, 1H), 7.86 (dt, 1H), 7.76 (d, 2H), 7.54 (d, 2H), 7.53 (m, 1H), 7.33 (dd, 1H), 7.24 (d, 2H), 7.06 (d, 2H), 6.48 (m, 1H), 4.16 (s, 3H). LCMS: m/z 444 (M+H)+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US08455528B2 |
|---|
| Source dataset | uspto-grants-2013_06 |
|---|
| ORD ID | ord-eac1e317980e48a2a180ffbdf76d7ed6 |
|---|
| Source note | uspto-grants-2013_06 |
|---|
