3-Bromo-2-pyridinamine

• 2-acylamido-3-bromopyridines
• 2-anilino-3-bromopyridine
• 3-[(2-methoxyphenyl)ethynyl]pyridin-2-amine
• 3-[(4-methoxyphenyl)ethynyl]pyridin-2-amine
• N-(bromopyridyl)amidines
• carbolines via palladium catalyzed arylation followed by palladium catalyzed amination reaction
• 2-amino-3-cyanopyridine via palladium catalyzed cyanation reaction with potassium ferro-cyanide in the presence of 1,8-diazabicyclo[5.4.0]undec-7-ene [DBU]
• nitro-substituted N,N′-dipyridinylamines via palladium catalyzed coupling reaction with 2-chloro-3-nitropyridine in the presence of Xantphos ligand
• 2-amino-3-iodopyridine via reaction with sodium iodide in the presence of copper(I)iodide and trans-N,N′-dimethylcyclohexane-1,2-diamine

697300-73-5

13534-99-1

General procedure for the synthesis of 2-amino-3-bromopyridine from 3-bromo-5-iodopyridin-2-amine: 30 g of 3-bromo-5-iodopyridin-2-amine and 300 ml of ethanol were added to a reaction flask with 1 g of palladium/silica catalyst. The air in the reaction flask was first replaced three times with nitrogen and then three times with hydrogen. The reaction pressure was adjusted from 0.05 MPa to 0.1 MPa and the reaction temperature was controlled between 20 °C and 30 °C until the raw materials were completely reacted. After the reaction was completed, the catalyst was recovered by filtration. The reaction solution was concentrated to remove some of the solvent and diluted by adding 300 ml of water. Subsequently, 4.2 g of sodium hydroxide was added for neutralization and cooled to 0 °C to 5 °C. The precipitated solid was filtered and dried to give 16.8 g of 3-bromopyridin-2-amine in 97% yield.