6-{[2,6-dichloro-4-(difluoroacetyl)phenyl]amino}pyrido[4,3-c]-1,6-naphthyridin-10(9H)-one

Base Information

• Chemical Name: 6-{[2,6-dichloro-4-(difluoroacetyl)phenyl]amino}pyrido[4,3-c]-1,6-naphthyridin-10(9H)-one
• CAS No.: 1131736-96-3
• Molecular Formula: C₁₉H₁₀Cl₂F₂N₄O₂
• Molecular Weight: 435.217
• Mol file: 1131736-96-3.mol

Synonyms:6-{[2,6-dichloro-4-(difluoroacetyl)phenyl]amino}pyrido[4,3-c]-1,6-naphthyridin-10(9H)-one

Chemical Property of 6-{[2,6-dichloro-4-(difluoroacetyl)phenyl]amino}pyrido[4,3-c]-1,6-naphthyridin-10(9H)-one

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 6-{[2,6-dichloro-4-(difluoroacetyl)phenyl]amino}pyrido[4,3-c]-1,6-naphthyridin-10(9H)-one

There total 9 articles about 6-{[2,6-dichloro-4-(difluoroacetyl)phenyl]amino}pyrido[4,3-c]-1,6-naphthyridin-10(9H)-one 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-(2,6-dichloro-4-{2,2-difluoro-1-[(2-methoxyethoxy)methoxy]vinyl}phenyl)-10-methoxypyrido[4,3-c]-1,6-naphthyridin-6-amine (1131736-94-1) + N-(2,6-dichloro-4-{2,2-difluoro-1-[(2-methoxyethoxy)methoxy]vinyl}phenyl)-10-ethoxypyrido[4,3-c]-1,6-naphthyridin-6-amine (1131736-95-2) → 6-{[2,6-dichloro-4-(difluoroacetyl)phenyl]amino}pyrido[4,3-c]-1,6-naphthyridin-10(9H)-one (1131736-96-3) + 6-{[2,6-dichloro-4-(2,2-difluoro-1-hydroxy-1-methoxyethyl)phenyl]amino}pyrido[4,3-c]-1,6-naphthyridin-10(9H)-one (1131736-98-5) + 6-{[2,6-dichloro-4-(2,2-difluoro-1,1-dihydroxyethyl)phenyl]amino}pyrido[4,3-c]-1,6-naphthyridin-10(9H)-one (1131736-97-4)

Guidance literature:

With boron tribromide; In dichloromethane; chloroform; at 85 ℃; for 0.666667h;

Reference yield:

N-(2,6-dichloro-4-iodophenyl)-10-ethoxypyrido[4,3-c]-1,6-naphthyridin-6-amine (1131736-67-8) + C6H9BF5O3(1-) → 6-{[2,6-dichloro-4-(difluoroacetyl)phenyl]amino}pyrido[4,3-c]-1,6-naphthyridin-10(9H)-one (1131736-96-3) + 6-{[2,6-dichloro-4-(2,2-difluoro-1-hydroxy-1-methoxyethyl)phenyl]amino}pyrido[4,3-c]-1,6-naphthyridin-10(9H)-one (1131736-98-5) + C21H16Cl2F2N4O3 (1610056-89-7)

Guidance literature:

N-(2,6-dichloro-4-iodophenyl)-10-ethoxypyrido[4,3-c]-1,6-naphthyridin-6-amine; C₆H₉BF₅O₃^(1-); With dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; triethylamine; In propan-1-ol; at 90 ℃;

With boron tribromide; In chloroform; at 85 ℃;

DOI:10.1016/j.bmcl.2014.02.011

Reference yield:

10-ethoxypyrido[4,3-c]-1,6-naphthyridin-6-ol (1131736-51-0) → 6-{[2,6-dichloro-4-(difluoroacetyl)phenyl]amino}pyrido[4,3-c]-1,6-naphthyridin-10(9H)-one (1131736-96-3) + 6-{[2,6-dichloro-4-(2,2-difluoro-1-hydroxy-1-methoxyethyl)phenyl]amino}pyrido[4,3-c]-1,6-naphthyridin-10(9H)-one (1131736-98-5) + C21H16Cl2F2N4O3 (1610056-89-7)

Guidance literature:

Multi-step reaction with 3 steps

1.1: trichlorophosphate / 100 °C / Microwave irradiation

2.1: sodium t-butanolate / tetrahydrofuran / 85 °C

3.1: triethylamine; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂ / propan-1-ol / 90 °C

3.2: 85 °C

With dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; triethylamine; sodium t-butanolate; trichlorophosphate; In tetrahydrofuran; propan-1-ol;

DOI:10.1016/j.bmcl.2014.02.011

upstream raw materials:

N-(2,6-dichloro-4-{2,2-difluoro-1-[(2-methoxyethoxy)methoxy]vinyl}phenyl)-10-methoxypyrido[4,3-c]-1,6-naphthyridin-6-amine

N-(2,6-dichloro-4-{2,2-difluoro-1-[(2-methoxyethoxy)methoxy]vinyl}phenyl)-10-ethoxypyrido[4,3-c]-1,6-naphthyridin-6-amine

2-ethoxyisonicotinic acid

2-ethoxy-N,N-diisopropylisonicotinamide

Downstream raw materials:

6-({2,6-dichloro-4-[(1S)-2,2-difluoro-1-hydroxyethyl]phenyl}amino)pyrido[4,3-c]-1,6-naphthyridin-10(9H)-one

6-({2,6-dichloro-4-[(1R)-2,2-difluoro-1-hydroxyethyl]phenyl}amino)pyrido[4,3-c]-1,6-naphthyridin-10(9H)-one