HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium Carbonate → 6-Chloro-3-(2-methoxy-pyridin-4-yl)-imidazo[1,2-a]pyridine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium Carbonate | HCID 10340 | — |
| Reactant | (2-Methoxypyridin-4-yl)boronic acid | HCID 23546919 | — |
| Reactant | 3-Bromo-6-chloroimidazo[1,2-a]pyridine | HCID 45790042 | — |
| Catalyst | HCID 178419050 | HCID 178419050 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | 6-Chloro-3-(2-methoxy-pyridin-4-yl)-imidazo[1,2-a]pyridine | HCID 68486091 | — |
Reaction Steps
To a solution of 3-bromo-6-chloro-imidazo[1,2-a]pyridine (1 eq, 0.72 mmol, 0.2 g), 2-methoxypyrid-4-yl boronic acid (1.0 eq, 0.72 mmol, 0.11 g), Na2CO3 (2 eq, 1.44 mmol, 0.152 g) in dioxane (0.6 ml) and water (0.2 ml), under an inert atmosphere of argon is added bis(triphenylphosphine)palladium II chloride (50 mg). The reaction mixture is heated using microwave radiation at 100° C. for 2 hours. The mixture is diluted with H2O (50 ml) and extracted with EtOAc. The combined organic portions are washed with brine, dried (MgSO4) and concentrated in vacuo. The residue is purified by flash chromatography on silica eluting with 0-25% EtOAc in iso-hexane to afford the title compound; [M+H]+=260 (262).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08367662B2 |
| Source dataset | uspto-grants-2013_02 |
| ORD ID | ord-82c5cfae7b994e2eb3b770a3f16b4eb8 |
| Source note | uspto-grants-2013_02 |