2-Amino-5-bromo-4-methylpyridine-3-carbonitrile

Base Information

• Chemical Name: 2-Amino-5-bromo-4-methylpyridine-3-carbonitrile
• CAS No.: 180994-87-0
• Molecular Formula: C7H6BrN3
• Molecular Weight: 212.05
• Hs Code.: 2933399090
• DSSTox Substance ID: DTXSID30462293
• Wikidata: Q72438524
• Mol file: 180994-87-0.mol

Synonyms:180994-87-0;2-Amino-5-bromo-4-methylnicotinonitrile;2-Amino-5-bromo-4-methylpyridine-3-carbonitrile;2-Amino-5-bromo-3-cyano-4-picoline;2-AMINO-3-CYANO-4-METHYL-5-BROMOPYRIDINE;2-AMINO-5-BROMO-3-CYANO-4-METHYLPYRIDINE;2-AMINO-3-CYANO-4-METHYL-5-BROMO-PYRIDINE;SCHEMBL8648853;DTXSID30462293;MRSKAISFGNZSIP-UHFFFAOYSA-N;MFCD09030795;AKOS015891797;AS-8449;PB12576;2-Amino-3-cyano-4-methyl-5-bromo pyridine;CS-0052055;FT-0655209;P10666;A812577;3-Pyridinecarbonitrile, 2-amino-5-bromo-4-methyl-;A1-00184

Chemical Property of 2-Amino-5-bromo-4-methylpyridine-3-carbonitrile

Chemical Property:

• Vapor Pressure: 0.000924mmHg at 25°C
• Refractive Index: 1.637
• Boiling Point: 303.5 °C at 760 mmHg
• Flash Point: 137.4 °C
• PSA: 62.70000
• Density: 1.68 g/cm³
• LogP: 2.18758
• Storage Temp.: 2-8°C
• XLogP3: 1.8
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 0
• Exact Mass: 210.97451
• Heavy Atom Count: 11
• Complexity: 185

Purity/Quality:

99%, ^*data from raw suppliers

2-Amino-5-bromo-4-methylnicotinonitrile ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=C(C(=NC=C1Br)N)C#N

Technology Process of 2-Amino-5-bromo-4-methylpyridine-3-carbonitrile

There total 2 articles about 2-Amino-5-bromo-4-methylpyridine-3-carbonitrile 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: 92.0%

2-amino-4-methylpyridine-3-carbonitrile (71493-76-0) → 2-amino-3-cyano-4-methyl-5-bromopyridine (180994-87-0)

Guidance literature:

With N-Bromosuccinimide; In N,N-dimethyl-formamide; at 0 - 20 ℃;

DOI:10.1021/jo040268z

Reference yield:

4,4-dicyano-3-methyl-3-butenal dimethyl acetal (410547-37-4) → 2-amino-3-cyano-4-methyl-5-bromopyridine (180994-87-0)

Guidance literature:

Multi-step reaction with 2 steps

1: 33 percent / ammonia / methanol / 20 °C

2: 92 percent / N-bromosuccinimide / dimethylformamide / 0 - 20 °C

With N-Bromosuccinimide; ammonia; In methanol; N,N-dimethyl-formamide;

DOI:10.1021/jo040268z

Reference yield: 59.0%

2,5-dimethoxy-benzylzinc chloride (352530-32-6) + 2-amino-3-cyano-4-methyl-5-bromopyridine (180994-87-0) → 2-amino-3-cyano-4-methyl-5-(2,5-dimethoxybenzyl)pyridine (847234-66-6)

Guidance literature:

With dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; In tetrahydrofuran; for 4h; Heating;

DOI:10.1021/jo040268z

upstream raw materials:

2-amino-4-methylpyridine-3-carbonitrile

4,4-dicyano-3-methyl-3-butenal dimethyl acetal

Downstream raw materials:

2-amino-3-cyano-4-methyl-5-(2,5-dimethoxybenzyl)pyridine

2-bromo-3-cyano-4-methyl-5-(2,5-dimethoxybenzyl)pyridine

piritrexim

2-amino-3-cyano-4-methyl-5-[3,5-di(trifluoromethyl)phenyl]pyridine

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