8-(4-((4'-fluorobiphenyl-4-yl)methyl)piperazin-1-yl)-2-methoxyquinoline

Base Information

• Chemical Name: 8-(4-((4'-fluorobiphenyl-4-yl)methyl)piperazin-1-yl)-2-methoxyquinoline
• CAS No.: 1374876-33-1
• Molecular Formula: C₂₇H₂₆FN₃O
• Molecular Weight: 427.521
• Mol file: 1374876-33-1.mol

Synonyms:8-(4-((4'-fluorobiphenyl-4-yl)methyl)piperazin-1-yl)-2-methoxyquinoline

Chemical Property of 8-(4-((4'-fluorobiphenyl-4-yl)methyl)piperazin-1-yl)-2-methoxyquinoline

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 8-(4-((4'-fluorobiphenyl-4-yl)methyl)piperazin-1-yl)-2-methoxyquinoline

There total 9 articles about 8-(4-((4'-fluorobiphenyl-4-yl)methyl)piperazin-1-yl)-2-methoxyquinoline 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: 68.0%

2-methoxy-8-(piperazin-1-yl)quinoline trifluoroacetate (911416-65-4) + 4-(4-fluorophenyl)benzaldehyde (60992-98-5) → 8-(4-((4'-fluorobiphenyl-4-yl)methyl)piperazin-1-yl)-2-methoxyquinoline (1374876-33-1)

Guidance literature:

2-methoxy-8-(piperazin-1-yl)quinoline trifluoroacetate; 4-(4-fluorophenyl)benzaldehyde; With triethylamine; In 1,2-dichloro-ethane; at 0 - 20 ℃;

With sodium tris(acetoxy)borohydride; In 1,2-dichloro-ethane; for 6h;

DOI:10.1515/znb-2012-0113

Reference yield:

N-(2-bromophenyl)-3-phenylacrylamide (71910-51-5) → 8-(4-((4'-fluorobiphenyl-4-yl)methyl)piperazin-1-yl)-2-methoxyquinoline (1374876-33-1)

Guidance literature:

Multi-step reaction with 6 steps

1.1: aluminum (III) chloride / chlorobenzene / 2 h / 125 °C

2.1: trichlorophosphate / 2 h / 125 °C

3.1: methanol / 5 h / Reflux

4.1: tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; caesium carbonate; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl / toluene / 8 h / 110 °C / Inert atmosphere

5.1: dichloromethane / 6 h / 0 - 20 °C

6.1: triethylamine / 1,2-dichloro-ethane / 0 - 20 °C

6.2: 6 h

With aluminum (III) chloride; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; caesium carbonate; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl; triethylamine; trichlorophosphate; In methanol; dichloromethane; 1,2-dichloro-ethane; chlorobenzene; toluene; 4.1: Buchwald-Hartwig coupling;

DOI:10.1515/znb-2012-0113

Reference yield:

tert-butyl 4-(2-methoxyquinolin-8-yl)piperazine-1-carboxylate (846038-40-2) → 8-(4-((4'-fluorobiphenyl-4-yl)methyl)piperazin-1-yl)-2-methoxyquinoline (1374876-33-1)

Guidance literature:

Multi-step reaction with 2 steps

1.1: dichloromethane / 6 h / 0 - 20 °C

2.1: triethylamine / 1,2-dichloro-ethane / 0 - 20 °C

2.2: 6 h

With triethylamine; In dichloromethane; 1,2-dichloro-ethane;

DOI:10.1515/znb-2012-0113

upstream raw materials:

N-(2-bromophenyl)-3-phenylacrylamide

tert-butyl 4-(2-methoxyquinolin-8-yl)piperazine-1-carboxylate

2-methoxy-8-(piperazin-1-yl)quinoline trifluoroacetate

4-(4-fluorophenyl)benzaldehyde