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

Base Information

• Chemical Name: 5-(5-((4-chlorophenyl)(methyl)amino)picolinoyl)-2-(3-hydroxybenzoyl)benzoic acid methyl ester
• CAS No.: 1333921-84-8
• Molecular Formula: C₂₈H₂₁ClN₂O₅
• Molecular Weight: 500.938
• Mol file: 1333921-84-8.mol

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

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

There total 8 articles about 5-(5-((4-chlorophenyl)(methyl)amino)picolinoyl)-2-(3-hydroxybenzoyl)benzoic 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: 38.0%

?5-{5-[(4-chlorophenyl)(methyl)amino]picolinoyl}-2-(3-methoxybenzoyl)benzoic acid methyl ester (1245735-35-6) → 5-(5-((4-chlorophenyl)(methyl)amino)picolinoyl)-2-(3-hydroxybenzoyl)benzoic acid methyl ester (1333921-84-8)

Guidance literature:

?5-{5-[(4-chlorophenyl)(methyl)amino]picolinoyl}-2-(3-methoxybenzoyl)benzoic acid methyl ester; With boron tribromide; In dichloromethane; at -10 - 20 ℃; for 4.5h;

With methanol; In dichloromethane; at 20 ℃; for 0.5h;

Reference yield: 38.0%

5-{5-[(4-chlorophenyl)(methyl)amino]picolinoyl}-2-trimethylstannanylbenzoic acid methyl ester (1286755-47-2) + m-anisoyl chloride (1711-05-3) → 5-(5-((4-chlorophenyl)(methyl)amino)picolinoyl)-2-(3-hydroxybenzoyl)benzoic acid methyl ester (1333921-84-8)

Guidance literature:

5-{5-[(4-chlorophenyl)(methyl)amino]picolinoyl}-2-trimethylstannanylbenzoic acid methyl ester; m-anisoyl chloride; With boron tribromide; In dichloromethane; at -10 - 20 ℃; for 4.5h;

With methanol; In dichloromethane; at 20 ℃; for 0.5h;

Reference yield:

5-bromo-pyridine-2-carbaldehyde (31181-90-5) → 5-(5-((4-chlorophenyl)(methyl)amino)picolinoyl)-2-(3-hydroxybenzoyl)benzoic acid methyl ester (1333921-84-8)

Guidance literature:

Multi-step reaction with 6 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-triphenylphosphine-palladium(II) chloride / toluene / 3 h / 105 °C

6.1: boron tribromide / dichloromethane / 4.5 h / -10 - 20 °C

6.2: 0.5 h / 20 °C

With isopropylmagnesium chloride; boron tribromide; 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; dichloromethane; toluene;

upstream raw materials:

N-methyl(p-chloroaniline)

5-bromo-pyridine-2-carbaldehyde

5-((4-chlorophenyl)(methyl)amino)pyridine-2-carbaldehyde

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