ethyl 3-(5-(2-formyl-3-methoxy-5-(trifluoromethyl)phenyl)picolinamido)propanoate

Base Information

• Chemical Name: ethyl 3-(5-(2-formyl-3-methoxy-5-(trifluoromethyl)phenyl)picolinamido)propanoate
• CAS No.: 1415130-78-7
• Molecular Formula: C₂₀H₁₉F₃N₂O₅
• Molecular Weight: 424.376
• Mol file: 1415130-78-7.mol

Synonyms:ethyl 3-(5-(2-formyl-3-methoxy-5-(trifluoromethyl)phenyl)picolinamido)propanoate

Chemical Property of ethyl 3-(5-(2-formyl-3-methoxy-5-(trifluoromethyl)phenyl)picolinamido)propanoate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of ethyl 3-(5-(2-formyl-3-methoxy-5-(trifluoromethyl)phenyl)picolinamido)propanoate

There total 5 articles about ethyl 3-(5-(2-formyl-3-methoxy-5-(trifluoromethyl)phenyl)picolinamido)propanoate 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-chloro-6-methoxy-4-trifluoromethylbenzaldehyde (1414931-72-8) + ethyl 3-(5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)picolinamido)propanoate (1415129-85-9) → ethyl 3-(5-(2-formyl-3-methoxy-5-(trifluoromethyl)phenyl)picolinamido)propanoate (1415130-78-7)

Guidance literature:

With potassium phosphate; dicyclohexyl-(2',6'-dimethoxybiphenyl-2-yl)-phosphane; palladium diacetate; In toluene; at 90 ℃; for 16h;

Reference yield:

1-chloro-3-methoxy-5-(trifluoromethyl)benzene (886497-07-0) → ethyl 3-(5-(2-formyl-3-methoxy-5-(trifluoromethyl)phenyl)picolinamido)propanoate (1415130-78-7)

Guidance literature:

Multi-step reaction with 2 steps

1.1: n-butyllithium / tetrahydrofuran / 0.75 h / -78 °C

1.2: 0 °C

2.1: potassium phosphate / palladium diacetate; dicyclohexyl-(2',6'-dimethoxybiphenyl-2-yl)-phosphane / toluene / 16 h / 90 °C

With potassium phosphate; n-butyllithium; dicyclohexyl-(2',6'-dimethoxybiphenyl-2-yl)-phosphane; palladium diacetate; In tetrahydrofuran; toluene;

Reference yield:

5-bromoisonicotinic acid (30766-11-1) → ethyl 3-(5-(2-formyl-3-methoxy-5-(trifluoromethyl)phenyl)picolinamido)propanoate (1415130-78-7)

Guidance literature:

Multi-step reaction with 3 steps

1: N-ethyl-N,N-diisopropylamine; HATU / tetrahydrofuran / 16 h / 45 °C

2: potassium acetate / [1,1'-bis(diphenylphosphino)ferrocene]dichloropalladium(II) / 1,4-dioxane / 1 h / 85 °C

3: potassium phosphate / palladium diacetate; dicyclohexyl-(2',6'-dimethoxybiphenyl-2-yl)-phosphane / toluene / 16 h / 90 °C

With potassium phosphate; potassium acetate; N-ethyl-N,N-diisopropylamine; HATU; dicyclohexyl-(2',6'-dimethoxybiphenyl-2-yl)-phosphane; [1,1'-bis(diphenylphosphino)ferrocene]dichloropalladium(II); palladium diacetate; In tetrahydrofuran; 1,4-dioxane; toluene;

upstream raw materials:

2-chloro-6-methoxy-4-trifluoromethylbenzaldehyde

ethyl 3-(5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)picolinamido)propanoate

1-chloro-3-methoxy-5-(trifluoromethyl)benzene

5-bromoisonicotinic acid

Downstream raw materials:

ethyl 3-(5-(2-(((2-chloro-4'-(trifluoromethyl)-[1,1'-biphenyl]-4-yl)amino)methyl)-3-methoxy-5-(trifluoromethyl)phenyl)picolinamido)propanoate

3-(5-(2-(((2-chloro-4'-(trifluoromethyl)-[1,1'-biphenyl]-4-yl)amino)methyl)-3-methoxy-5-(trifluoromethyl)phenyl)picolinamido)propanoic acid