(R)-N-(4-((2-(2-(benzyloxy)propanamido)pyridin-4-yl)oxy)-2,5-difluorophenyl)-N'-(4-fluorophenyl)cyclopropane1,1-dicarboxamide

Base Information

• Chemical Name: (R)-N-(4-((2-(2-(benzyloxy)propanamido)pyridin-4-yl)oxy)-2,5-difluorophenyl)-N'-(4-fluorophenyl)cyclopropane1,1-dicarboxamide
• CAS No.: 1345848-20-5
• Molecular Formula: C₃₂H₂₇F₃N₄O₅
• Molecular Weight: 604.585
• Mol file: 1345848-20-5.mol

Synonyms:(R)-N-(4-((2-(2-(benzyloxy)propanamido)pyridin-4-yl)oxy)-2,5-difluorophenyl)-N'-(4-fluorophenyl)cyclopropane1,1-dicarboxamide

Chemical Property of (R)-N-(4-((2-(2-(benzyloxy)propanamido)pyridin-4-yl)oxy)-2,5-difluorophenyl)-N'-(4-fluorophenyl)cyclopropane1,1-dicarboxamide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (R)-N-(4-((2-(2-(benzyloxy)propanamido)pyridin-4-yl)oxy)-2,5-difluorophenyl)-N'-(4-fluorophenyl)cyclopropane1,1-dicarboxamide

There total 12 articles about (R)-N-(4-((2-(2-(benzyloxy)propanamido)pyridin-4-yl)oxy)-2,5-difluorophenyl)-N'-(4-fluorophenyl)cyclopropane1,1-dicarboxamide 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:

N-(4-{[2-Aminopyridin-4-yl)oxy]-2,5-difluorophenyl}-N'-(4-fluorophenyl)cyclopropane-1,1-dicarboxamide (928038-40-8) + (R)-2-benzyloxypropionic acid (100836-85-9) → (R)-N-(4-((2-(2-(benzyloxy)propanamido)pyridin-4-yl)oxy)-2,5-difluorophenyl)-N'-(4-fluorophenyl)cyclopropane1,1-dicarboxamide (1345848-20-5)

Guidance literature:

(R)-2-benzyloxypropionic acid; With 4-methyl-morpholine; isobutyl chloroformate; In dichloromethane; at 25 ℃; for 1h;

N-(4-{[2-Aminopyridin-4-yl)oxy]-2,5-difluorophenyl}-N'-(4-fluorophenyl)cyclopropane-1,1-dicarboxamide; In dichloromethane; at 25 ℃; for 12h;

Reference yield:

1,2,4-trifluoro-5-nitrobenzene (2105-61-5) → (R)-N-(4-((2-(2-(benzyloxy)propanamido)pyridin-4-yl)oxy)-2,5-difluorophenyl)-N'-(4-fluorophenyl)cyclopropane1,1-dicarboxamide (1345848-20-5)

Guidance literature:

Multi-step reaction with 6 steps

1.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 0.75 h / Cooling with ice; Inert atmosphere

1.2: 18 h / 20 °C

2.1: zinc; ammonium chloride / methanol / 1.5 h / 20 °C / Cooling with ice

3.1: triethylamine / tetrahydrofuran / 0.5 h / 20 °C

4.1: caesium carbonate; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene / tris-(dibenzylideneacetone)dipalladium⁽⁰⁾ / 1,4-dioxane / 100 °C / Inert atmosphere

5.1: trifluoroacetic acid / dichloromethane / 20 °C

5.2: pH 7

6.1: 4-methyl-morpholine; isobutyl chloroformate / dichloromethane / 1 h / 25 °C

6.2: 12 h / 25 °C

With 4-methyl-morpholine; sodium hydride; ammonium chloride; caesium carbonate; triethylamine; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; trifluoroacetic acid; zinc; isobutyl chloroformate; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; In tetrahydrofuran; 1,4-dioxane; methanol; dichloromethane; N,N-dimethyl-formamide; mineral oil;

Reference yield:

4-fluoroaniline (371-40-4) → (R)-N-(4-((2-(2-(benzyloxy)propanamido)pyridin-4-yl)oxy)-2,5-difluorophenyl)-N'-(4-fluorophenyl)cyclopropane1,1-dicarboxamide (1345848-20-5)

Guidance literature:

Multi-step reaction with 7 steps

1.1: N-ethyl-N,N-diisopropylamine; O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate / N,N-dimethyl-formamide / 15 h / 20 °C

2.1: water; lithium hydroxide / tetrahydrofuran / 0.5 h / 20 °C

2.2: pH 5 / Cooling with ice

3.1: thionyl chloride / 0.5 h / 60 °C / Inert atmosphere

4.1: triethylamine / tetrahydrofuran / 0.5 h / 20 °C

5.1: caesium carbonate; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene / tris-(dibenzylideneacetone)dipalladium⁽⁰⁾ / 1,4-dioxane / 100 °C / Inert atmosphere

6.1: trifluoroacetic acid / dichloromethane / 20 °C

6.2: pH 7

7.1: 4-methyl-morpholine; isobutyl chloroformate / dichloromethane / 1 h / 25 °C

7.2: 12 h / 25 °C

With 4-methyl-morpholine; thionyl chloride; water; caesium carbonate; O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; triethylamine; N-ethyl-N,N-diisopropylamine; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; trifluoroacetic acid; lithium hydroxide; isobutyl chloroformate; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; In tetrahydrofuran; 1,4-dioxane; dichloromethane; N,N-dimethyl-formamide;

upstream raw materials:

4-fluoroaniline

1,2,4-trifluoro-5-nitrobenzene

N-(4-{[2-Aminopyridin-4-yl)oxy]-2,5-difluorophenyl}-N'-(4-fluorophenyl)cyclopropane-1,1-dicarboxamide

(R)-2-benzyloxypropionic acid

Downstream raw materials:

(R)-N-(2,5-difluoro-4-((2-(2-hydroxypropanamido)pyridin-4-yl)oxy)phenyl)-N'-(4-fluorophenyl)cyclopropane-1,1-dicarboxamide

Refernces