Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 2-Fluoro-6-(1h-imidazol-2-yl)pyridine | HCID 21919286 | — |
| Reactant | HCID 22181651 | HCID 22181651 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 10384136 | HCID 10384136 | — |
Reaction Steps
To a solution of 77 mg (0.27 mmol) of 4-bromo-2-chloromethyl-1-ethyl-5-methyl-1H-imidazole hydrochloride in 1.5 ml of DMF is added 224 mg (1.62 mmol) of K2CO3 and 45 mg (0.27 mmol) of 2-fluoro-6-(1H-imidazol-2-yl)-pyridine. The mixture is stirred at room temperature for 24 hours. 5 ml water is added and the mixture was extracted with EtOAc (3×15 ml). The combined extracts are washed with 15 ml brine, dried (Na2SO4), filtered and evaporated in vacuo. The residue is purified by preparative TLC, developing with 10:0.4:0.05 CH2Cl2—MeOH—NH4OH solution. The purified compound is then dissolved in 3 ml of EtOAc and to it is added 2 ml of 2N HCl in ether. The resulting suspension is stirred at room temperature for 15 minutes. Evaporation of the solvent 5 provides the title compound as a white powder. LC-MS (M+1) 364.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07030144B2 |
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| Source dataset | uspto-grants-2006_04 |
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| ORD ID | ord-c10ae8d74a3949a7a6e085e08076f543 |
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| Source note | uspto-grants-2006_04 |
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