4-[(5-{3-[(4-tert-butylbenzene)amido]-2-methylphenyl}-1-methyl-2-oxo-1,2-dihydropyridin-3-yl)amino]benzoic acid

Base Information

• Chemical Name: 4-[(5-{3-[(4-tert-butylbenzene)amido]-2-methylphenyl}-1-methyl-2-oxo-1,2-dihydropyridin-3-yl)amino]benzoic acid
• CAS No.: 910232-70-1
• Molecular Formula: C₃₁H₃₁N₃O₄
• Molecular Weight: 509.605

Synonyms:4-[(5-{3-[(4-tert-butylbenzene)amido]-2-methylphenyl}-1-methyl-2-oxo-1,2-dihydropyridin-3-yl)amino]benzoic acid

Chemical Property of 4-[(5-{3-[(4-tert-butylbenzene)amido]-2-methylphenyl}-1-methyl-2-oxo-1,2-dihydropyridin-3-yl)amino]benzoic acid

Chemical Property:

Purity/Quality:

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Technology Process of 4-[(5-{3-[(4-tert-butylbenzene)amido]-2-methylphenyl}-1-methyl-2-oxo-1,2-dihydropyridin-3-yl)amino]benzoic acid

There total 11 articles about 4-[(5-{3-[(4-tert-butylbenzene)amido]-2-methylphenyl}-1-methyl-2-oxo-1,2-dihydropyridin-3-yl)amino]benzoic acid 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:

4-{5-[3-(4-tert-butyl-benzoylamino)-2-methylphenyl]-1-methyl-2-oxo-1,2-dihydro-pyridin-3-ylamino}-benzoic acid ethyl ester (910235-66-4) → 4-[(5-{3-[(4-tert-butylbenzene)amido]-2-methylphenyl}-1-methyl-2-oxo-1,2-dihydropyridin-3-yl)amino]benzoic acid (910232-70-1)

Guidance literature:

4-{5-[3-(4-tert-butyl-benzoylamino)-2-methylphenyl]-1-methyl-2-oxo-1,2-dihydro-pyridin-3-ylamino}-benzoic acid ethyl ester; With sodium hydroxide; water; In ethanol; for 1.5h; Heating / reflux;

With hydrogenchloride; pH=5;

Reference yield:

3,5-dibromo-1-methyl-1H-pyridin-2-one (14529-54-5) → 4-[(5-{3-[(4-tert-butylbenzene)amido]-2-methylphenyl}-1-methyl-2-oxo-1,2-dihydropyridin-3-yl)amino]benzoic acid (910232-70-1)

Guidance literature:

Multi-step reaction with 3 steps

1.1: caesium carbonate; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl / 1,4-dioxane / 130 °C / Inert atmosphere

2.1: tetrakis(triphenylphosphine) palladium⁽⁰⁾; sodium carbonate / 1,2-dimethoxyethane / 16 h / 100 °C / Inert atmosphere; Sealed tube

3.1: sodium hydroxide / ethanol / 1.5 h / Inert atmosphere; Reflux

3.2: Inert atmosphere

With tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; tetrakis(triphenylphosphine) palladium⁽⁰⁾; sodium carbonate; caesium carbonate; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl; sodium hydroxide; In 1,4-dioxane; 1,2-dimethoxyethane; ethanol; 2.1: |Suzuki Coupling;

DOI:10.1021/jm500305p

Reference yield:

2-bromo-6-nitrotoluene (55289-35-5) → 4-[(5-{3-[(4-tert-butylbenzene)amido]-2-methylphenyl}-1-methyl-2-oxo-1,2-dihydropyridin-3-yl)amino]benzoic acid (910232-70-1)

Guidance literature:

Multi-step reaction with 5 steps

1.1: potassium acetate; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; 1,1'-bis-(diphenylphosphino)ferrocene / 1,4-dioxane / 5 h / Inert atmosphere; Reflux

2.1: hydrogen; palladium on activated charcoal / ethanol / 6 h / 20 °C / Inert atmosphere

3.1: triethylamine / dichloromethane / 40 h / 20 °C / Inert atmosphere

4.1: tetrakis(triphenylphosphine) palladium⁽⁰⁾; sodium carbonate / 1,2-dimethoxyethane / 16 h / 100 °C / Inert atmosphere; Sealed tube

5.1: sodium hydroxide / ethanol / 1.5 h / Inert atmosphere; Reflux

5.2: Inert atmosphere

With 1,1'-bis-(diphenylphosphino)ferrocene; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; tetrakis(triphenylphosphine) palladium⁽⁰⁾; palladium on activated charcoal; hydrogen; potassium acetate; sodium carbonate; triethylamine; sodium hydroxide; In 1,4-dioxane; 1,2-dimethoxyethane; ethanol; dichloromethane; 4.1: |Suzuki Coupling;

DOI:10.1021/jm500305p

upstream raw materials:

4-{5-[3-(4-tert-butyl-benzoylamino)-2-methylphenyl]-1-methyl-2-oxo-1,2-dihydro-pyridin-3-ylamino}-benzoic acid ethyl ester

2-carbomethoxyaniline

3,5-dibromo-1-methyl-1H-pyridin-2-one

2-bromo-6-nitrotoluene

Downstream raw materials:

4-tert-butyl-N-(3-{5-[4-(4-hydroxy-piperidine-1-carbonyl)-phenylamino]-1-methyl-6-oxo-1,6-dihydro-pyridin-3-yl}-2-methyl-phenyl)-benzamide

4-tert-butyl-N-(2-methyl-3-{1-methyl-5-[4-(morpholine-4-carbonyl)phenylamino]-6-oxo-1,6-dihydropyridin-3-yl}phenyl)benzamide

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