2-(2-Chlorophenyl)-3-methyl-5-nitropyridine

Base Information

• Chemical Name: 2-(2-Chlorophenyl)-3-methyl-5-nitropyridine
• CAS No.: 906463-06-7
• Molecular Formula: C₁₂H₉ClN₂O₂
• Molecular Weight: 248.669
• DSSTox Substance ID: DTXSID70696792
• Wikidata: Q82626492
• Mol file: 906463-06-7.mol

Synonyms:2-(2-CHLOROPHENYL)-3-METHYL-5-NITROPYRIDINE;906463-06-7;DTXSID70696792;2-(2-chlorophenyl)-3-methyl-5-nitro-pyridine;A843602

Chemical Property of 2-(2-Chlorophenyl)-3-methyl-5-nitropyridine

Chemical Property:

• Boiling Point: 357.5±37.0 °C(Predicted)
• Density: 1.322±0.06 g/cm3(Predicted)
• XLogP3: 3.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 248.0352552
• Heavy Atom Count: 17
• Complexity: 282

Purity/Quality:

97% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC1=CC(=CN=C1C2=CC=CC=C2Cl)[N+](=O)[O-]

Technology Process of 2-(2-Chlorophenyl)-3-methyl-5-nitropyridine

There total 1 articles about 2-(2-Chlorophenyl)-3-methyl-5-nitropyridine 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: 88.0%

2-chloro-3-methyl-5-nitropyridine (22280-56-4) + 2-Chlorobenzeneboronic acid (3900-89-8) → 2-(2-chloro-phenyl)-3-methyl-5-nitro-pyridine (906463-06-7)

Guidance literature:

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; caesium carbonate; In methanol; toluene; for 12h; Heating;

DOI:10.1016/j.bmcl.2006.05.045

Reference yield: 85.0%

2-(2-chloro-phenyl)-3-methyl-5-nitro-pyridine (906463-06-7) → 6-(2-chloro-phenyl)-5-methyl-pyridin-3-ylamine (906463-15-8)

Guidance literature:

With nickel; In methanol; at 20 ℃; for 7h;

DOI:10.1016/j.bmcl.2006.05.045

Reference yield:

2-(2-chloro-phenyl)-3-methyl-5-nitro-pyridine (906463-06-7) → 5-(2-chloro-phenyl)-1-(2,6-dichloro-phenyl)-7-piperidin-4-yl-3,4-dihydro-1H-pyrido[4,3-d]pyrimidin-2-one (906463-13-6)

Guidance literature:

Multi-step reaction with 11 steps

1: 85 percent / Raney Ni / methanol / 7 h / 20 °C

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

3: 80 percent / i-amylONO / tetrahydrofuran / 1 h / Heating

4: 85 percent / NBS; Bz₂O₂ / CCl₄ / 95 °C

5: 75 percent / CH₂Cl₂ / 20 °C

6: 89 percent / K₂CO₃; CuI; pyridine / 0.5 h / 150 °C

7: 75 percent / TFA / CH₂Cl₂ / 100 °C

8: 85 percent / Pd(PPh₃)4 / dimethylformamide / 110 °C

9: 65 percent / H₂ / Pt₂O / 0.15 h / 1034.3 Torr

10: 95 percent / TFA / 0.5 h / 20 °C

With pyridine; hydrogenchloride; N-Bromosuccinimide; copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; hydrogen; bromine; nickel; potassium carbonate; trifluoroacetic acid; isopentyl nitrite; dibenzoyl peroxide; Adam’s catalyst; In tetrahydrofuran; methanol; tetrachloromethane; dichloromethane; N,N-dimethyl-formamide; 9: Stille reaction;

DOI:10.1016/j.bmcl.2006.05.045

upstream raw materials:

2-chloro-3-methyl-5-nitropyridine

2-Chlorobenzeneboronic acid

Downstream raw materials:

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

[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