6-((6-(3,4-difluorophenyl)[1,2,4]triazolo[4,3-b]pyridazin-3-yl)-methyl)quinoline

Base Information

• Chemical Name: 6-((6-(3,4-difluorophenyl)[1,2,4]triazolo[4,3-b]pyridazin-3-yl)-methyl)quinoline
• CAS No.: 1002308-47-5
• Molecular Formula: C₂₁H₁₃F₂N₅
• Molecular Weight: 373.365
• Mol file: 1002308-47-5.mol

Synonyms:

Chemical Property of 6-((6-(3,4-difluorophenyl)[1,2,4]triazolo[4,3-b]pyridazin-3-yl)-methyl)quinoline

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 6-((6-(3,4-difluorophenyl)[1,2,4]triazolo[4,3-b]pyridazin-3-yl)-methyl)quinoline

There total 4 articles about 6-((6-(3,4-difluorophenyl)[1,2,4]triazolo[4,3-b]pyridazin-3-yl)-methyl)quinoline 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:

6-((6-chloro-[1,2,4]triazolo[4,3-b]pyridazin-3-yl)methyl)quinoline (943541-34-2) + (3,4-difluorophenyl)boronic acid (168267-41-2) → 6-((6-(3,4-difluorophenyl)[1,2,4]triazolo[4,3-b]pyridazin-3-yl)-methyl)quinoline (1002308-47-5)

Guidance literature:

With dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; caesium carbonate; In 1,2-dimethoxyethane; water; at 80 ℃; Inert atmosphere;

DOI:10.1021/jm400926x

Reference yield:

4-aminophenylacetic acid (1197-55-3) → 6-((6-(3,4-difluorophenyl)[1,2,4]triazolo[4,3-b]pyridazin-3-yl)-methyl)quinoline (1002308-47-5)

Guidance literature:

Multi-step reaction with 4 steps

1.1: iron(II) sulfate; nitrobenzene; sulfuric acid / 5 h / Inert atmosphere; Reflux

2.1: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / N,N-dimethyl-formamide / 0.5 h / Inert atmosphere

2.2: Inert atmosphere

3.1: acetic acid / 2 h / Inert atmosphere; Reflux

4.1: dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; caesium carbonate / water; 1,2-dimethoxyethane / 80 °C / Inert atmosphere

With dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; sulfuric acid; caesium carbonate; iron(II) sulfate; acetic acid; nitrobenzene; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In 1,2-dimethoxyethane; water; N,N-dimethyl-formamide; 4.1: |Suzuki Coupling;

DOI:10.1021/jm400926x

Reference yield:

N'-(6-chloropyridazin-3-yl)-2-(quinolin-6-yl)acetohydrazide (1266237-83-5) → 6-((6-(3,4-difluorophenyl)[1,2,4]triazolo[4,3-b]pyridazin-3-yl)-methyl)quinoline (1002308-47-5)

Guidance literature:

Multi-step reaction with 2 steps

1: acetic acid / 2 h / Inert atmosphere; Reflux

2: dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; caesium carbonate / water; 1,2-dimethoxyethane / 80 °C / Inert atmosphere

With dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; caesium carbonate; acetic acid; In 1,2-dimethoxyethane; water; 2: |Suzuki Coupling;

DOI:10.1021/jm400926x

upstream raw materials:

6-((6-chloro-[1,2,4]triazolo[4,3-b]pyridazin-3-yl)methyl)quinoline

(3,4-difluorophenyl)boronic acid

4-aminophenylacetic acid

6-quinoline acetic acid

Refernces