5-(5-((4-chlorophenyl)(methyl)amino)picolinoyl)-2-(3-dichloromethylbenzoyl)benzoic methyl ester

Base Information

• Chemical Name: 5-(5-((4-chlorophenyl)(methyl)amino)picolinoyl)-2-(3-dichloromethylbenzoyl)benzoic methyl ester
• CAS No.: 1333921-82-6
• Molecular Formula: C₂₉H₂₁Cl₃N₂O₄
• Molecular Weight: 567.856
• Mol file: 1333921-82-6.mol

Synonyms:5-(5-((4-chlorophenyl)(methyl)amino)picolinoyl)-2-(3-dichloromethylbenzoyl)benzoic methyl ester

Chemical Property of 5-(5-((4-chlorophenyl)(methyl)amino)picolinoyl)-2-(3-dichloromethylbenzoyl)benzoic methyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 5-(5-((4-chlorophenyl)(methyl)amino)picolinoyl)-2-(3-dichloromethylbenzoyl)benzoic methyl ester

There total 6 articles about 5-(5-((4-chlorophenyl)(methyl)amino)picolinoyl)-2-(3-dichloromethylbenzoyl)benzoic methyl ester 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: 30.0%

5-{5-[(4-chlorophenyl)(methyl)amino]picolinoyl}-2-trimethylstannanylbenzoic acid methyl ester (1286755-47-2) + 3-(dichloromethyl)benzoyl chloride (36747-51-0) → 5-(5-((4-chlorophenyl)(methyl)amino)picolinoyl)-2-(3-dichloromethylbenzoyl)benzoic methyl ester (1333921-82-6)

Guidance literature:

bis(η3-allyl-μ-chloropalladium(II)); In toluene; at 44 ℃; for 4.5h;

Reference yield:

5-((4-chlorophenyl)(methyl)amino)pyridine-2-carbaldehyde (1244043-46-6) → 5-(5-((4-chlorophenyl)(methyl)amino)picolinoyl)-2-(3-dichloromethylbenzoyl)benzoic methyl ester (1333921-82-6)

Guidance literature:

Multi-step reaction with 4 steps

1.1: isopropylmagnesium chloride / tetrahydrofuran / -15 °C

1.2: 16 h / -45 - 20 °C

1.3: 0.5 h / 0 - 20 °C

2.1: 2,3-dicyano-5,6-dichloro-p-benzoquinone / 1,4-dioxane / 1.5 h / 20 °C

3.1: bis-triphenylphosphine-palladium(II) chloride / toluene / 5 h / 105 °C

4.1: bis(η3-allyl-μ-chloropalladium(II)) / toluene / 4.5 h / 44 °C

With isopropylmagnesium chloride; 2,3-dicyano-5,6-dichloro-p-benzoquinone; bis-triphenylphosphine-palladium(II) chloride; bis(η3-allyl-μ-chloropalladium(II)); In tetrahydrofuran; 1,4-dioxane; toluene;

Reference yield:

5-bromo-pyridine-2-carbaldehyde (31181-90-5) → 5-(5-((4-chlorophenyl)(methyl)amino)picolinoyl)-2-(3-dichloromethylbenzoyl)benzoic methyl ester (1333921-82-6)

Guidance literature:

Multi-step reaction with 5 steps

1.1: caesium carbonate / palladium diacetate; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl / toluene / 15 h / 85 °C

2.1: isopropylmagnesium chloride / tetrahydrofuran / -15 °C

2.2: 16 h / -45 - 20 °C

2.3: 0.5 h / 0 - 20 °C

3.1: 2,3-dicyano-5,6-dichloro-p-benzoquinone / 1,4-dioxane / 1.5 h / 20 °C

4.1: bis-triphenylphosphine-palladium(II) chloride / toluene / 5 h / 105 °C

5.1: bis(η3-allyl-μ-chloropalladium(II)) / toluene / 4.5 h / 44 °C

With isopropylmagnesium chloride; caesium carbonate; 2,3-dicyano-5,6-dichloro-p-benzoquinone; bis-triphenylphosphine-palladium(II) chloride; bis(η3-allyl-μ-chloropalladium(II)); palladium diacetate; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl; In tetrahydrofuran; 1,4-dioxane; toluene;

upstream raw materials:

N-methyl(p-chloroaniline)

5-bromo-pyridine-2-carbaldehyde

5-{5-[(4-chlorophenyl)(methyl)amino]picolinoyl}-2-trimethylstannanylbenzoic acid methyl ester

3-(dichloromethyl)benzoyl chloride

Downstream raw materials:

5-(5-((4-chlorophenyl)(methyl)amino)picolinoyl)-2-(3-(dichloromethyl)benzoyl)benzoic acid

5-(5-((4-chlorophenyl)(methyl)amino)picolinoyl)-2-(3-formylbenzoyl)benzoic acid