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

Base Information

• Chemical Name: 5-{5-[(4-chlorophenyl)(methyl)amino]picolinoyl}-2-trimethylstannanylbenzoic acid methyl ester
• CAS No.: 1286755-47-2
• Molecular Formula: C₂₄H₂₅ClN₂O₃Sn
• Molecular Weight: 543.637
• Mol file: 1286755-47-2.mol

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

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

There total 5 articles about 5-{5-[(4-chlorophenyl)(methyl)amino]picolinoyl}-2-trimethylstannanylbenzoic acid 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: 80.0%

2-bromo-5-{5-[(4-chlorophenyl)(methyl)amino]picolinoyl}benzoic acid methyl ester (1245735-28-7) + hexamethyldistannane (661-69-8) → 5-{5-[(4-chlorophenyl)(methyl)amino]picolinoyl}-2-trimethylstannanylbenzoic acid methyl ester (1286755-47-2)

Guidance literature:

bis-triphenylphosphine-palladium(II) chloride; In toluene; at 105 ℃; for 5h;

Reference yield:

5-((4-chlorophenyl)(methyl)amino)pyridine-2-carbaldehyde (1244043-46-6) → 5-{5-[(4-chlorophenyl)(methyl)amino]picolinoyl}-2-trimethylstannanylbenzoic acid methyl ester (1286755-47-2)

Guidance literature:

Multi-step reaction with 3 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

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

Reference yield:

5-bromo-pyridine-2-carbaldehyde (31181-90-5) → 5-{5-[(4-chlorophenyl)(methyl)amino]picolinoyl}-2-trimethylstannanylbenzoic acid methyl ester (1286755-47-2)

Guidance literature:

Multi-step reaction with 4 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

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

upstream raw materials:

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

hexamethyldistannane

N-methyl(p-chloroaniline)

5-bromo-pyridine-2-carbaldehyde

Downstream raw materials:

methyl 2-benzoyl-5-(5-((4-chlorophenyl)(methyl)amino)pyridine-2-carbonyl)benzoate

?5-{5-[(4-chlorophenyl)(methyl)amino]picolinoyl}-2-(3-methoxybenzoyl)benzoic acid methyl ester

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

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