2-Amino-3-bromo-5-phenylpyridine

Base Information

• Chemical Name: 2-Amino-3-bromo-5-phenylpyridine
• CAS No.: 107351-80-4
• Molecular Formula: C11H9BrN2
• Molecular Weight: 249.11
• Hs Code.: 2933399090
• DSSTox Substance ID: DTXSID80391281
• Wikidata: Q82188648
• Mol file: 107351-80-4.mol

Synonyms:3-bromo-5-phenylpyridin-2-amine;107351-80-4;2-Amino-3-bromo-5-phenylpyridine;3-BROMO-5-PHENYL-PYRIDIN-2-YLAMINE;MFCD02183569;SCHEMBL3596246;DTXSID80391281;SAZYIWJKSVYWFJ-UHFFFAOYSA-N;BBL100856;STL554650;AKOS005255171;AB11515;MS-20087;CS-0204963;FT-0661617;3-Bromo-5-phenyl-2-pyridinamine, AldrichCPR;A801678;J-512055

Chemical Property of 2-Amino-3-bromo-5-phenylpyridine

Chemical Property:

• Vapor Pressure: 0.000143mmHg at 25°C
• Melting Point: 113-116 °C
• Refractive Index: 1.652
• Boiling Point: 332.7 °C at 760 mmHg
• Flash Point: 155 °C
• PSA: 38.91000
• Density: 1.496 g/cm³
• LogP: 3.67450
• Storage Temp.: 2-8°C
• XLogP3: 2.8
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 247.99491
• Heavy Atom Count: 14
• Complexity: 180

Purity/Quality:

98%min ^*data from raw suppliers

2-Amino-3-bromo-5-phenylpyridine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)C2=CC(=C(N=C2)N)Br

Technology Process of 2-Amino-3-bromo-5-phenylpyridine

There total 6 articles about 2-Amino-3-bromo-5-phenylpyridine which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 83.0%

N-[3-bromo-5-(phenyl)pyridin-2-yl]pyridin-1-ium-1-aminide (910791-85-4) → 2-amino-3-bromo-5-phenylpyridine (107351-80-4)

Guidance literature:

With formic acid; platinum on carbon; triethylamine; In acetonitrile; Cooling with ice; Reflux;

DOI:10.1016/j.tet.2013.05.065

Reference yield: 73.0%

5-phenyl-pyridin-2-ylamine (33421-40-8) → 2-amino-3-bromo-5-phenylpyridine (107351-80-4)

Guidance literature:

With bromine; In acetic acid; at 0 - 20 ℃;

DOI:10.1002/jhet.5570450614

Reference yield:

3-phenylpyridine (1008-88-4) → 2-amino-3-bromo-5-phenylpyridine (107351-80-4)

Guidance literature:

Multi-step reaction with 2 steps

1: 58 percent / NaNH₂ / toluene

2: 3.1 g / Br₂ / acetic acid / 1 h / Ambient temperature

With bromine; sodium amide; In acetic acid; toluene;

upstream raw materials:

5-phenyl-pyridin-2-ylamine

3-phenylpyridine

N-(5-phenylpyridin-2-yl)pyridin-1-ium-1-aminide

N-[3-bromo-5-(phenyl)pyridin-2-yl]pyridin-1-ium-1-aminide

Downstream raw materials:

3-bromo-5-(phenyl)-2(1H)-pyridinone

2-amino-1-methyl-6-phenyl-1H-imidazo[4,5-b]pyridine

2-amino-3-methylamino-5-phenylpyridine

Refernces

• 1、 Chrisman,Knize,Tanga. "Synthesis and mutagenic potency of structural isomers of 2-amino-1-methyl-6-phenylimidazo[4,5-b]pyridine". experimental part. p. 1641 - 1649. Retrieved 2009/08/09.