HuagongsheHuagongshe Chemistry Print Report · For research reference only
4-Bromophenol → 2-(4-Bromophenoxy)imidazo[1,2-a]pyridine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 4-Bromophenol | HCID 7808 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | Calcium Chloride | HCID 5284359 | — |
| Reactant | Ethyl 2-chloroimidazo[1,2-a]pyridine-3-carboxylate | HCID 21643308 | — |
| Solvent | Methanol | HCID 887 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 2-(4-Bromophenoxy)imidazo[1,2-a]pyridine | HCID 67993167 | 20.6% |
Reaction Steps
Ethyl 2-chloroimidazo[1,2-a]pyridine-3-carboxylate (2.00 g) was added to a solution of p-bromophenol (1.617 g) and NaH (0.427 g) in DMF (10 mL) at 100° C. The mixture was stirred at 100° C. under a dry atmosphere (CaCl2 tube) overnight. The reaction mixture was diluted with MeOH, and concentrated under reduced pressure. The residue was purified by silica gel column chromatography (AcOEt/hexane) to give the title compound (530 mg).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09029536B2 |
| Source dataset | uspto-grants-2015_05 |
| ORD ID | ord-a303b031cdc644cb8d1c3fc4e8821dcd |
| Source note | uspto-grants-2015_05 |