4-(2-{[4-chloro-3-(3-cyano-quinolin-2-yl)-benzoyl]-methyl-amino}-phenyl)-butyric acid tert-butyl ester

Base Information

• Chemical Name: 4-(2-{[4-chloro-3-(3-cyano-quinolin-2-yl)-benzoyl]-methyl-amino}-phenyl)-butyric acid tert-butyl ester
• CAS No.: 1070892-43-1
• Molecular Formula: C₃₂H₃₀ClN₃O₃
• Molecular Weight: 540.062
• Mol file: 1070892-43-1.mol

Synonyms:4-(2-{[4-chloro-3-(3-cyano-quinolin-2-yl)-benzoyl]-methyl-amino}-phenyl)-butyric acid tert-butyl ester

Chemical Property of 4-(2-{[4-chloro-3-(3-cyano-quinolin-2-yl)-benzoyl]-methyl-amino}-phenyl)-butyric acid tert-butyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 4-(2-{[4-chloro-3-(3-cyano-quinolin-2-yl)-benzoyl]-methyl-amino}-phenyl)-butyric acid tert-butyl ester

There total 12 articles about 4-(2-{[4-chloro-3-(3-cyano-quinolin-2-yl)-benzoyl]-methyl-amino}-phenyl)-butyric acid tert-butyl 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:

2-chloroquinoline-3-carbonitrile (95104-21-5) + 4-(2-{[4-chloro-3-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-benzoyl]-methyl-amino}-phenyl)-butyric acid tert-butyl ester (1070892-42-0) → 4-(2-{[4-chloro-3-(3-cyano-quinolin-2-yl)-benzoyl]-methyl-amino}-phenyl)-butyric acid tert-butyl ester (1070892-43-1)

Guidance literature:

With potassium hydroxide; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; tri tert-butylphosphoniumtetrafluoroborate; In tetrahydrofuran; water; at 70 ℃; for 6h;

Reference yield:

2,3,4,5-tetrahydro-1H-1-benzo[b]azepin-2-one (4424-80-0) → 4-(2-{[4-chloro-3-(3-cyano-quinolin-2-yl)-benzoyl]-methyl-amino}-phenyl)-butyric acid tert-butyl ester (1070892-43-1)

Guidance literature:

Multi-step reaction with 8 steps

1.1: sulfuric acid / 3 h / 20 - 70 °C

2.1: N-ethyl-N,N-diisopropylamine / dichloromethane / 12 h / 0 - 20 °C

3.1: sodium hydride / N,N-dimethyl-formamide / 0.5 h / 0 - 20 °C

3.2: 12 h / 20 °C

4.1: lithium hydroxide; water / tetrahydrofuran / 2 h / 20 °C

4.2: pH ~ 2

5.1: oxalyl dichloride / dichloromethane / 4 h / 0 - 20 °C

6.1: dichloromethane / 20 °C

7.1: potassium acetate / (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride / 1,4-dioxane / 14 h / 95 °C

8.1: potassium hydroxide / tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; tri tert-butylphosphoniumtetrafluoroborate / tetrahydrofuran; water / 6 h / 70 °C

With potassium hydroxide; lithium hydroxide; oxalyl dichloride; sulfuric acid; water; potassium acetate; sodium hydride; N-ethyl-N,N-diisopropylamine; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; tri tert-butylphosphoniumtetrafluoroborate; In tetrahydrofuran; 1,4-dioxane; dichloromethane; water; N,N-dimethyl-formamide;

Reference yield:

4-[2-(3-bromo-4-chloro-benzoylamino)-phenyl]-butyric acid methyl ester (1070892-36-2) → 4-(2-{[4-chloro-3-(3-cyano-quinolin-2-yl)-benzoyl]-methyl-amino}-phenyl)-butyric acid tert-butyl ester (1070892-43-1)

Guidance literature:

Multi-step reaction with 6 steps

1.1: sodium hydride / N,N-dimethyl-formamide / 0.5 h / 0 - 20 °C

1.2: 12 h / 20 °C

2.1: lithium hydroxide; water / tetrahydrofuran / 2 h / 20 °C

2.2: pH ~ 2

3.1: oxalyl dichloride / dichloromethane / 4 h / 0 - 20 °C

4.1: dichloromethane / 20 °C

5.1: potassium acetate / (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride / 1,4-dioxane / 14 h / 95 °C

6.1: potassium hydroxide / tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; tri tert-butylphosphoniumtetrafluoroborate / tetrahydrofuran; water / 6 h / 70 °C

With potassium hydroxide; lithium hydroxide; oxalyl dichloride; water; potassium acetate; sodium hydride; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; tri tert-butylphosphoniumtetrafluoroborate; In tetrahydrofuran; 1,4-dioxane; dichloromethane; water; N,N-dimethyl-formamide;

upstream raw materials:

2-chloroquinoline-3-carbonitrile

4-(2-{[4-chloro-3-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-benzoyl]-methyl-amino}-phenyl)-butyric acid tert-butyl ester

2,3,4,5-tetrahydro-1H-1-benzo[b]azepin-2-one

4-[2-(3-bromo-4-chloro-benzoylamino)-phenyl]-butyric acid methyl ester

Downstream raw materials:

4-(2-{[4-chloro-3-(3-cyano-quinolin-2-yl)-benzoyl]-methyl-amino}-phenyl)-butyric acid