HuagongsheHuagongshe Chemistry Print Report · For research reference only
Potassium Carbonate → 4-(4-Bromothiophen-2-yl)pyridine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | Thiophene, 2,4-dibromo- | HCID 2724560 | — |
| Reactant | (Pyridin-4-yl)boronic acid | HCID 2734379 | — |
| Catalyst | HCID 178418397 | HCID 178418397 | — |
| Solvent | Dimethoxyethane ethanol | HCID 20074477 | — |
| Product | 4-(4-Bromothiophen-2-yl)pyridine | HCID 57634269 | 51.5% |
Reaction Steps
2,4-Dibromothiophene (2.97 g, 12.28 mmol), pyridine-4-boronic acid (1.50 g, 12.28 mmol), potassium carbonate (5.52 g, 39.91 mmol) and tetrakis(triphenylphosphine)palladium (0) (426 mg, 0.38 mmol) were refluxed in ethanol/1,2-dimethoxyethane (1:4 v/v; 100 mL) at 100° C. for 7 hours. The solution was allowed to cool, and then filtered and evaporated. The residue was purified by flash chromatography using a gradient of ethyl acetate in hexane to give a yellow solid as the sub-title compound (1.52 g), m/z 240, 242 (MH+).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07514567B2 |
| Source dataset | uspto-grants-2009_04 |
| ORD ID | ord-4caba53d9be4467d8cb428bd04c517de |
| Source note | uspto-grants-2009_04 |