13534-99-1

Basic information

• Product Name: 3-Bromo-2-pyridinamine
• Synonyms: 3-BROMO-2-PYRIDINAMINE;3-BROMOPYRIDIN-2-AMINE;3-BROMO-PYRIDIN-2-YLAMINE;2-AMINO-3-BROMOPYRIDINE;IFLAB-BB F1371-0194;TIMTEC-BB SBB005538;2-Pyridinamine, 3-bromo-;2-AMINO-3-BROMOPYRIDINE 97%
• CAS NO: 13534-99-1
• Molecular Formula: C₅H₅BrN₂
• Molecular Weight: 173.01
• EINECS: -0
• Product Categories: Pyridine;pharmacetical;Pyridine series;Pyridines;Boronic Acid;C5Heterocyclic Building Blocks;Halogenated Heterocycles;Heterocyclic Building Blocks
• Mol File: 13534-99-1.mol
• Article Data: 12

Chemical Properties

• Melting Point: 63-67 °C
• Boiling Point: 232 °C at 760 mmHg
• Flash Point: 94.1 °C
• Appearance: Gray to brown/Powder
• Density: 1.6065 (rough estimate)
• Vapor Pressure: 0.0604mmHg at 25°C
• Refractive Index: 1.5182 (estimate)
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature
• PKA: 4.14±0.36(Predicted)
• BRN: 109867
• CAS DataBase Reference: 3-Bromo-2-pyridinamine(CAS DataBase Reference)
• NIST Chemistry Reference: 3-Bromo-2-pyridinamine(13534-99-1)
• EPA Substance Registry System: 3-Bromo-2-pyridinamine(13534-99-1)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36
• WGK Germany: 3
• HazardClass: IRRITANT
• PackingGroup: II
• Hazardous Substances Data: 13534-99-1(Hazardous Substances Data)

Usage

Chemical Properties

grey to brown powder

Uses

2-Amino-3-bromopyridine may be used to synthesize:2-acylamido-3-bromopyridines2-anilino-3-bromopyridine3-[(2-methoxyphenyl)ethynyl]pyridin-2-amine3-[(4-methoxyphenyl)ethynyl]pyridin-2-amineN-(bromopyridyl)amidinescarbolines via palladium catalyzed arylation followed by palladium catalyzed amination reaction2-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 ligand2-amino-3-iodopyridine via reaction with sodium iodide in the presence of copper(I)iodide and trans-N,N′-dimethylcyclohexane-1,2-diamine

InChI:InChI=1/C5H5BrN2/c6-4-2-1-3-8-5(4)7/h1-3H,(H2,7,8)/p+1

Upstream product

• 13534-89-9 2,3-dibromopyridine 
• 504-29-0 2-aminopyridine 
• 36178-05-9 3-bromo-2-fluoropyridine 
• 697300-73-5 2-amino-3-bromo-5-iodopyridine 
• 149489-04-3 tert-butyl N-(3-bromo-2-pyridyl)-carbamate 
• 110-86-1 pyridine 
• 86847-59-8 2-(pivaloylamino)pyridine 
• 239137-57-6 N-(3-bromopyridin-2-yl)-2,2-dimethylpropanamide 
• 114080-99-8 3-Bromo-pyridine-2-carboxylic acid hydroxyamide 
• 54231-33-3 3-bromo-2-nitropyridine 

Downstream Products

• 35486-42-1 2-amino-3,5-dibromopyridine 
• 149487-05-8 1-(3-bromopyridin-2-yl)-3-phenethylthiourea 
• 104830-06-0 3-iodo-2-aminopyridine 
• 936342-60-8 3-(1-Trityl-1H-pyrazol-4-yl)-pyridin-2-ylamine 
• 1021910-58-6 3-Bromo-2-(2,5-dimethyl-1H-pyrrol-1-yl)pyridine 
• 136818-50-3 7-azaindole-2-carboxylic acid 
• 1204475-73-9 3-methyl-1H-pyrrolo[2,3-b]pyridine-2-carboxylic acid 
• 1216772-15-4 methyl 4-(2-aminopyridin-3-yl)benzoate 
• 1216771-53-7 4-(2-aminopyridin-3-yl)benzamide 
• 850349-02-9 8-bromoimidazo[1 ,2-a]pyridine 
• 1232035-63-0 [2-(3-methoxyphenyl)imidazo[1,2-a]pyridin-8-yl]-[3-methoxy-4-(4-methylimidazol-1-yl)phenyl]amine 
• 1381869-21-1 8-bromo-2-phenylimidazo[1,2-a]pyridine 
• 1232035-23-2 [3-methoxy-4-(4-methylimidazol-1-yl)phenyl]-(2-phenylimidazo[1,2-a]pyridin-8-yl)amine 
• 1232035-09-4 [3-methoxy-4-(4-methylimidazol-1-yl)phenyl]-(3-methyl-2-phenylimidazo[1,2-a]pyridine-8-yl)amine 

Relevant articles and documents

3-Substituted 2-isocyanopyridines as versatile convertible isocyanides for peptidomimetic design

We report the use of 3-substituted 2-isocyanopyridines as convertible isocyanides in Ugi four-component reactions. TheN-(3-substituted pyridin-2-yl)amide Ugi products can be cleaved by amines, alcohols, and water with Zn(OAc)2as a catalyst. In addition, the applicability of the method was demonstrated in constrained di-/tripeptides bearing acid and base sensitive protective groups obtainedviaUgi-4CR post-condensation modifications.

Preparation method of 2-amino substituted six-membered nitrogen-containing heterocycle complex

The invention discloses a preparation method of a 2-amino substituted six-membered nitrogen-containing heterocycle complex. The preparation method comprises the following steps: mix 2-fluorine substituted six-membered nitrogen-containing heterocycle complex and amidine hydrochloride salt compound, and then react under the action of a alkaline substance to obtain a 2-amino substituted six-memberednitrogen-containing heterocycle complex. Preferably, the 2-amino substituted six-membered nitrogen-containing heterocycle complex is a 2-amino pyridine compound, a 2-aminopyrimidine compound or a 2-aminopyrazine compound. Compared with the prior art, the method has the advantages of simple synthesis conditions, less reaction steps, mild reaction conditions, low cost of the catalyst used, less waste discharge and good functional group tolerance.

Preparation method of intermediate 3-bromopyridine-2-amine

The invention relates to the field of medicinal chemistry, in particular to a preparation method of a phosphatidylinositol 3-kinase inhibitor intermediate. The preparation method of 3-bromopyridine-2-amine provided by the invention includes: taking 3-bromo-5-iodopyridine-2-amine as the starting raw material, carrying out halogen-metal exchange reaction, and conducting 5-position deiodination to obtain 3-bromopyridine-2-amine. The synthesis route of 3-bromopyridine-2-amine provided by the invention is different from the existing routes, and also has high yield of the product 3-bromopyridine-2-amine, thus being suitable for industrial production.