Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|
| Edukt | Potassium Carbonate | HCID 11430 | — |
| Edukt | 2-Amino-4-bromopyridine | HCID 693282 | — |
| Edukt | 1-methyl-5-(tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole | HCID 4912908 | — |
| Edukt | 7-Bromoimidazo(1,2-a)pyridine | HCID 15098903 | — |
| Katalysator | HCID 178418851 | HCID 178418851 | — |
| Lösungsmittel | Ethanol | HCID 702 | — |
| Lösungsmittel | Water | HCID 962 | — |
| Lösungsmittel | Toluene | HCID 1140 | — |
| Produkt | HCID 68595009 | HCID 68595009 | 70% |
Reaktionsschritte
A solution of 7-Bromo-imidazol[1,2-a]pyridine (0.5 g, 2.54 mmol, 1 equivalent, made according to general procedure A1 using 4-bromo-pyridin-2-ylamine instead of 4-chloro-pyridin-2-ylamine), 1-methyl-5-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-1H-pyrazole (1.1 g, 5.08 mmol, 2 equivalents), bis(tri-t-butylphosphine)palladium(0) (66 mg, 0.13 mmol, 0.05 equivalents) and potassium carbonate (2.1 g, 15.24 mmol, 6 equivalents) in ethanol (10 ml), toluene (10 ml) and water (10 ml) was heated at 75° C. for 2 hours. The reaction mixture was partitioned between ethyl acetate and water. The organic layer was then washed with a saturated brine solution, dried (MgSO4), filtered and the solvent removed by evaporation in vacuo. The residue was purified by column chromatography (Biotage SP4, 25S, flow rate 25 ml/min, gradient 0% to 20% methanol in ethyl acetate) to give 7-(2-methyl-2H-pyrazol-3-yl)-imidazo[1,2,a]pyridine as a colourless oil (350 mg, 70%). MS: [M+H]30 199.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patentnummer | US08895745B2 |
|---|
| Quelldatensatz | uspto-grants-2014_11 |
|---|
| ORD ID | ord-6cace3e2e2454fc7aabeeb7e70fca7e3 |
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| Quellennotiz | uspto-grants-2014_11 |
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