Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Dimethylformamide | HCID 6228 | — |
| Reactant | Sodium Carbonate | HCID 10340 | — |
| Reactant | alpha-Chloro-m-nitrotoluene | HCID 12078 | — |
| Reactant | 4-(1H-Imidazol-2-yl)-pyridine | HCID 316817 | — |
| Solvent | Water | HCID 962 | — |
| Product | HCID 57974723 | HCID 57974723 | — |
Reaction Steps
DMF (20 mL) is added to 4-(1H-Imidazol-2-yl)-pyridine (930 mg, 6.4 mmol), sodium carbonate (1.92 g, 20 mmol), and 3-nitrobenzyl chloride (1.71 g, 10 mmol) and the mixture is warmed to 50° C. for 4 h. Water (100 mL) is added and the corresponding mixture is extracted with EtOAc (100 mL), dried over anhydrous sodium sulfate, and crude solution is concentrated under reduced pressure. The organics are dissolved in DCM and filtered through a plug of silica eluting first with DCM, and then washing with 20% MeOH:80% DCM to afford 4-[1-(3-Nitro-benzyl)-1H-imidazol-2-yl]-pyridine as an off-white solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07625931B2 |
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| Source dataset | uspto-grants-2009_12 |
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| ORD ID | ord-8225807d2eca4f4dadf558460b50365f |
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| Source note | uspto-grants-2009_12 |
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