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AB45231

914358-73-9 | 3-Amino-5-bromopicoline

Packsize Purity Availability Price Discounted Price    Quantity
250mg 98% in stock $6.00 $4.00 -   +
1g 98% in stock $7.00 $5.00 -   +
5g 98% in stock $15.00 $11.00 -   +
10g 98% in stock $29.00 $20.00 -   +
25g 98% in stock $55.00 $38.00 -   +
100g 98% in stock $184.00 $129.00 -   +

*All products are for research use only and not intended for human or animal use.

*All prices are in USD.

Description
Catalog Number: AB45231
Chemical Name: 3-Amino-5-bromopicoline
CAS Number: 914358-73-9
Molecular Formula: C6H7BrN2
Molecular Weight: 187.0372
MDL Number: MFCD09031418
SMILES: Brc1cnc(c(c1)N)C

 

Computed Properties
Complexity: 97.1  
Covalently-Bonded Unit Count: 1  
Heavy Atom Count: 9  
Hydrogen Bond Acceptor Count: 2  
Hydrogen Bond Donor Count: 1  
XLogP3: 1.3  

 

 

Upstream Synthesis Route
  • The upstream synthesis of 3-Amino-5-bromopicoline can be achieved via the following route:
    
    1. **Starting Material**: The synthesis commences with 2-methylpyridine (also known as picoline) as the starting material.
    
    2. **Halogenation**: The first step involves the bromination at the 5-position of the picoline ring. This can be achieved using bromine (Br2) in the presence of a suitable catalyst like iron(III) bromide (FeBr3) or without a catalyst at elevated temperatures to achieve the 5-bromopicoline.
    
    3. **Amination**: Following the bromination, the next step is the introduction of the amino group at the 3-position on the ring. One approach for amination is through nucleophilic substitution using an amine source like ammonia (NH3) under high pressure and temperature, or using an alkali metal amide like sodium amide (NaNH2) as the nitrogen source. Alternatively, a Sandmeyer-type reaction could be employed if starting from a corresponding diazonium salt.
    
    4. **Purification**: After the amination step, 3-amino-5-bromopicoline may be purified by conventional methods such as recrystallization or column chromatography, depending on the specific synthesis conditions and by-products formed.
    
    The entire process needs to be executed with careful control of reaction conditions, such as temperature and stoichiometry, to avoid side reactions and to achieve a high yield of the target molecule.
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