phenyl 4-(4-chloro-2-cyanophenyl)pyridine-1(4H)-carboxylate

Base Information

• Chemical Name: phenyl 4-(4-chloro-2-cyanophenyl)pyridine-1(4H)-carboxylate
• CAS No.: 757976-82-2
• Molecular Formula: C₁₉H₁₃ClN₂O₂
• Molecular Weight: 336.777
• Mol file: 757976-82-2.mol

Synonyms:phenyl 4-(4-chloro-2-cyanophenyl)pyridine-1(4H)-carboxylate

Chemical Property of phenyl 4-(4-chloro-2-cyanophenyl)pyridine-1(4H)-carboxylate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of phenyl 4-(4-chloro-2-cyanophenyl)pyridine-1(4H)-carboxylate

There total 2 articles about phenyl 4-(4-chloro-2-cyanophenyl)pyridine-1(4H)-carboxylate 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: 43.0%

pyridine (110-86-1) + phenyl chloroformate (1885-14-9) + 2-bromo-5-chloro-benzonitrile (57381-37-0) → phenyl 4-(4-chloro-2-cyanophenyl)pyridine-1(4H)-carboxylate (757976-82-2)

Guidance literature:

2-bromo-5-chloro-benzonitrile; With isopropylmagnesium bromide; In tetrahydrofuran; at -30 ℃;

pyridine; phenyl chloroformate; With copper(l) iodide; In tetrahydrofuran; at 0 ℃; 43;

DOI:10.1016/j.tet.2004.09.092

Reference yield:

3-chloro-benzonitrile (766-84-7) → phenyl 4-(4-chloro-2-cyanophenyl)pyridine-1(4H)-carboxylate (757976-82-2)

Guidance literature:

Multi-step reaction with 2 steps

1.1: 63 percent / TFA; H₂SO₄; 1,3-dibromo-5,5-dimethylhydantoin / 6 h / 24 - 31 °C

2.1: i-PrMgBr / tetrahydrofuran / -30 °C

2.2: 43 percent / CuI / tetrahydrofuran / 0 °C / 43

With 1,3-dibromo-5,5-dimethylimidazolidine-2,4-dione; sulfuric acid; isopropylmagnesium bromide; trifluoroacetic acid; In tetrahydrofuran;

DOI:10.1016/j.tet.2004.09.092

Reference yield: 81.0%

phenyl 4-(4-chloro-2-cyanophenyl)pyridine-1(4H)-carboxylate (757976-82-2) → phenyl 4-(4-chloro-2-cyanophenyl)piperidine-1-carboxylate (757976-80-0)

Guidance literature:

With hydrogen; RhCl(PPh₃)3; In toluene; at 70 ℃; for 8h; under 2068.59 Torr;

DOI:10.1016/j.tet.2004.09.092

upstream raw materials:

pyridine

phenyl chloroformate

2-bromo-5-chloro-benzonitrile

3-chloro-benzonitrile

Downstream raw materials:

phenyl 4-(4-chloro-2-cyanophenyl)piperidine-1-carboxylate