2,5-dichloro-4-[5-(4-cyclopropyl-3,4-dihydro-2H-quinoxaline-1-carbonyl)-2-methyl-pyridin-4-yloxy]-benzoic acid

Base Information

• Chemical Name: 2,5-dichloro-4-[5-(4-cyclopropyl-3,4-dihydro-2H-quinoxaline-1-carbonyl)-2-methyl-pyridin-4-yloxy]-benzoic acid
• CAS No.: 1315469-27-2
• Molecular Formula: C₂₅H₂₁Cl₂N₃O₄
• Molecular Weight: 498.365
• Mol file: 1315469-27-2.mol

Synonyms:2,5-dichloro-4-[5-(4-cyclopropyl-3,4-dihydro-2H-quinoxaline-1-carbonyl)-2-methyl-pyridin-4-yloxy]-benzoic acid

Chemical Property of 2,5-dichloro-4-[5-(4-cyclopropyl-3,4-dihydro-2H-quinoxaline-1-carbonyl)-2-methyl-pyridin-4-yloxy]-benzoic acid

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2,5-dichloro-4-[5-(4-cyclopropyl-3,4-dihydro-2H-quinoxaline-1-carbonyl)-2-methyl-pyridin-4-yloxy]-benzoic acid

There total 12 articles about 2,5-dichloro-4-[5-(4-cyclopropyl-3,4-dihydro-2H-quinoxaline-1-carbonyl)-2-methyl-pyridin-4-yloxy]-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: 98.9%

2,5-dichloro-4-[5-(4-cyclopropyl-3,4-dihydro-2H-quinoxaline-1-carbonyl)-2-methyl-pyridin-4-yloxy]-benzoic acid methyl ester (1315469-26-1) → 2,5-dichloro-4-[5-(4-cyclopropyl-3,4-dihydro-2H-quinoxaline-1-carbonyl)-2-methyl-pyridin-4-yloxy]-benzoic acid (1315469-27-2)

Guidance literature:

2,5-dichloro-4-[5-(4-cyclopropyl-3,4-dihydro-2H-quinoxaline-1-carbonyl)-2-methyl-pyridin-4-yloxy]-benzoic acid methyl ester; With lithium hydrochloride monohydrate; water; In 1,4-dioxane; at 20 ℃; for 4h;

With hydrogenchloride; In 1,4-dioxane; water;

Reference yield:

[4-(4-bromo-2,5-dichloro-phenoxy)-6-methyl-pyridin-3-yl]-(4-cyclopropyl-3,4-dihydro-2H-quinoxalin-1-yl)-methanone (1315469-25-0) → 2,5-dichloro-4-[5-(4-cyclopropyl-3,4-dihydro-2H-quinoxaline-1-carbonyl)-2-methyl-pyridin-4-yloxy]-benzoic acid (1315469-27-2)

Guidance literature:

Multi-step reaction with 2 steps

1: triethylamine / dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂ / ethyl acetate / 100 °C / 67506.8 Torr

2: water; lithium hydrochloride monohydrate / 1,4-dioxane / 4 h / 20 °C

With lithium hydrochloride monohydrate; water; triethylamine; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; In 1,4-dioxane; ethyl acetate;

Reference yield:

ortho-nitrofluorobenzene (1493-27-2,127723-77-7) → 2,5-dichloro-4-[5-(4-cyclopropyl-3,4-dihydro-2H-quinoxaline-1-carbonyl)-2-methyl-pyridin-4-yloxy]-benzoic acid (1315469-27-2)

Guidance literature:

Multi-step reaction with 8 steps

1: 19 h / 20 - 30 °C

2: triethylamine / dichloromethane / 72 h / 20 °C

3: hydrogen / palladium 10% on activated carbon / methanol / 2 h / 20 °C / 900.09 Torr

4: triphenylphosphine / N,N-dimethyl-formamide / 4 h / 135 °C

5: borane-THF / tetrahydrofuran / 20 °C

6: N-ethyl-N,N-diisopropylamine; HATU / N,N-dimethyl-formamide / 18 h / 20 °C

7: triethylamine / dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂ / ethyl acetate / 100 °C / 67506.8 Torr

8: water; lithium hydrochloride monohydrate / 1,4-dioxane / 4 h / 20 °C

With borane-THF; lithium hydrochloride monohydrate; water; hydrogen; triethylamine; N-ethyl-N,N-diisopropylamine; triphenylphosphine; HATU; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; palladium 10% on activated carbon; In tetrahydrofuran; 1,4-dioxane; methanol; dichloromethane; ethyl acetate; N,N-dimethyl-formamide;

upstream raw materials:

[4-(4-bromo-2,5-dichloro-phenoxy)-6-methyl-pyridin-3-yl]-(4-cyclopropyl-3,4-dihydro-2H-quinoxalin-1-yl)-methanone

2,5-dichloro-4-[5-(4-cyclopropyl-3,4-dihydro-2H-quinoxaline-1-carbonyl)-2-methyl-pyridin-4-yloxy]-benzoic acid methyl ester

ortho-nitrofluorobenzene

4-bromo-2,5-dichlorophenol