HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → 6-Bromo-8-(2-pyridin-4-yl-imidazol-1-yl)-imidazo[1,2-a]pyrazine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | 4-(1H-Imidazol-2-yl)-pyridine | HCID 316817 | — |
| Reactant | 6,8-Dibromoimidazo[1,2-a]pyrazine | HCID 15025843 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 6-Bromo-8-(2-pyridin-4-yl-imidazol-1-yl)-imidazo[1,2-a]pyrazine | HCID 18440319 | 43.4% |
Reaction Steps
Sodium hydride (NaH) (730 milligrams (mg) of a 95% dispersion in mineral oil) is added to a solution of 4-(1H-Imidazol-2-yl)-pyridine (4.0 g) in N,N,-dimethylformamide (DMF) (150 ml) and the mixture is stirred at room temperature (rt) for 0.5 hr. A solution of 6,8-dibromoimidazo[1,2-a]pyrazine (3) (7.63 g) in DMF (10 ml) is added. The mixture is stirred at room temperature (rt) for 16 hr. Water (50 ml) is added and the mixture is extracted with ethyl acetate (3×70 ml); extracts are washed with water (2×50 ml) and brine (1×50 ml), dried over sodium sulfate (Na2SO4), and evaporated in vacuo. Purification on SiO2 (5% MeOH, DCM) yielded 6-Bromo-8-(2-pyridin-4-yl-imidazol-1-yl)-imidazo[1,2-a]pyrazine (4) (4.08 g) as an off-white solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07189723B2 |
| Source dataset | uspto-grants-2007_03 |
| ORD ID | ord-3db6365ebb5744728b09dcefa8587a72 |
| Source note | uspto-grants-2007_03 |