HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1428097Generated: October 29, 2026
Potassium Carbonate → 3-(4-Amino-2-fluorophenyl)-5-bromopyridin-2-amine
https://huagongshe.com/reaction/1428097
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | 2-Amino-5-bromo-3-iodopyridine | HCID 1516508 | — |
| Reactant | 3-Fluoro-4-(tetramethyl-1,3,2-dioxaborolan-2-yl)aniline | HCID 44755207 | — |
| Catalyst | HCID 178418397 | HCID 178418397 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | 3-(4-Amino-2-fluorophenyl)-5-bromopyridin-2-amine | HCID 86700047 | 87.6% |
Reaction Steps
5-Bromo-3-iodopyridin-2-amine (300 mg), 3-fluoro-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)aniline (238 mg), tetrakis(triphenylphosphine)palladium (58 mg) and potassium carbonate (416 mg) were suspended in dioxane (5 ml) and water (0.5 ml), and the suspension was heated under reflux at 80° C. for two days. After leaving to cool, a saturated aqueous sodium bicarbonate solution was added, and the organic layer was extracted with ethyl acetate and dried over sodium sulfate. The solvent was distilled off under reduced pressure, and the residue was purified by silica gel column chromatography [hexane:ethyl acetate=1:2 (v/v)] to give 248 mg of the title compound as a solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08933103B2 |
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| Source dataset | uspto-grants-2015_01 |
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| ORD ID | ord-9e855f16dac34369b4d194728a9c6b29 |
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| Source note | uspto-grants-2015_01 |
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