2,4-Dibromo-6-(2-chlorophenyl)-5-methyl-3-pyridinamine

Base Information

• Chemical Name: 2,4-Dibromo-6-(2-chlorophenyl)-5-methyl-3-pyridinamine
• CAS No.: 906463-07-8
• Molecular Formula: C₁₂H₉Br₂ClN₂
• Molecular Weight: 376.478
• DSSTox Substance ID: DTXSID00696780
• Wikidata: Q82626478
• Mol file: 906463-07-8.mol

Synonyms:906463-07-8;2,4-dibromo-6-(2-chlorophenyl)-5-methyl-3-pyridinamine;DTXSID00696780;A843603;2,4-bis(bromanyl)-6-(2-chlorophenyl)-5-methyl-pyridin-3-amine;2,4-DIBROMO-6-(2-CHLOROPHENYL)-5-METHYLPYRIDIN-3-AMINE

Chemical Property of 2,4-Dibromo-6-(2-chlorophenyl)-5-methyl-3-pyridinamine

Chemical Property:

• Boiling Point: 390.4±37.0 °C(Predicted)
• Density: 1.785±0.06 g/cm3(Predicted)
• XLogP3: 4.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 375.88005
• Heavy Atom Count: 17
• Complexity: 267

Purity/Quality:

97% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC1=C(C(=C(N=C1C2=CC=CC=C2Cl)Br)N)Br

Technology Process of 2,4-Dibromo-6-(2-chlorophenyl)-5-methyl-3-pyridinamine

There total 4 articles about 2,4-Dibromo-6-(2-chlorophenyl)-5-methyl-3-pyridinamine 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: 85.0%

6-(2-chloro-phenyl)-5-methyl-pyridin-3-ylamine (906463-15-8) → 2,4-dibromo-6-(2-chloro-phenyl)-5-methyl-pyridin-3-ylamine (906463-07-8)

Guidance literature:

With hydrogenchloride; bromine; In tetrahydrofuran; for 2h;

DOI:10.1016/j.bmcl.2006.05.045

Reference yield:

2-chloro-3-methyl-5-nitropyridine (22280-56-4) → 2,4-dibromo-6-(2-chloro-phenyl)-5-methyl-pyridin-3-ylamine (906463-07-8)

Guidance literature:

Multi-step reaction with 3 steps

1: 88 percent / aq. Cs₂CO₃; Pd(PPh₃)4 / toluene; methanol / 12 h / Heating

2: 85 percent / Raney Ni / methanol / 7 h / 20 °C

3: 85 percent / Br₂; aq. HCl / tetrahydrofuran / 2 h

With hydrogenchloride; tetrakis(triphenylphosphine) palladium⁽⁰⁾; bromine; nickel; caesium carbonate; In tetrahydrofuran; methanol; toluene; 1: Suzuki coupling;

DOI:10.1016/j.bmcl.2006.05.045

Reference yield:

2-Chlorobenzeneboronic acid (3900-89-8) → 2,4-dibromo-6-(2-chloro-phenyl)-5-methyl-pyridin-3-ylamine (906463-07-8)

Guidance literature:

Multi-step reaction with 3 steps

1: 88 percent / aq. Cs₂CO₃; Pd(PPh₃)4 / toluene; methanol / 12 h / Heating

2: 85 percent / Raney Ni / methanol / 7 h / 20 °C

3: 85 percent / Br₂; aq. HCl / tetrahydrofuran / 2 h

With hydrogenchloride; tetrakis(triphenylphosphine) palladium⁽⁰⁾; bromine; nickel; caesium carbonate; In tetrahydrofuran; methanol; toluene; 1: Suzuki coupling;

DOI:10.1016/j.bmcl.2006.05.045

upstream raw materials:

6-(2-chloro-phenyl)-5-methyl-pyridin-3-ylamine

2-chloro-3-methyl-5-nitropyridine

2-Chlorobenzeneboronic acid

2-(2-chloro-phenyl)-3-methyl-5-nitro-pyridine

Downstream raw materials:

[4,6-dibromo-2-(2-chloro-phenyl)-pyridin-3-ylmethyl]-(4-methoxy-benzyl)-amine

7-bromo-5-(2-chloro-phenyl)-1-(2,6-dichloro-phenyl)-3,4-dihydro-1H-pyrido[4,3-d]pyrimidin-2-one

5-(2-chloro-phenyl)-1-(2,6-dichloro-phenyl)-7-piperidin-4-yl-3,4-dihydro-1H-pyrido[4,3-d]pyrimidin-2-one

7-bromo-5-(2-chloro-phenyl)-1-(2,6-dichloro-phenyl)-3-(4-methoxy-benzyl)-3,4-dihydro-1H-pyrido[4,3-d]pyrimidin-2-one