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

Base Information

Chemical Name:(S)-6-(1-(6-(3,4-difluorophenyl)[1,2,4]triazolo[4,3-b]pyridazin-3-yl)ethyl)quinoline
CAS No.:1452839-82-5
Molecular Formula:C₂₂H₁₅F₂N₅
Molecular Weight:387.391
Hs Code.:

Synonyms:

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

Chemical Property:

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

There total 8 articles about (S)-6-(1-(6-(3,4-difluorophenyl)[1,2,4]triazolo[4,3-b]pyridazin-3-yl)ethyl)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:

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

: 168267-41-2
(3,4-difluorophenyl)boronic acid

: 1452839-82-5
(S)-6-(1-(6-(3,4-difluorophenyl)[1,2,4]triazolo[4,3-b]pyridazin-3-yl)ethyl)quinoline

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:

: 1197-55-3
4-aminophenylacetic acid

: 1452839-82-5
(S)-6-(1-(6-(3,4-difluorophenyl)[1,2,4]triazolo[4,3-b]pyridazin-3-yl)ethyl)quinoline

Guidance literature:: Multi-step reaction with 8 steps

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

2.1: thionyl chloride / 2 h / 0 °C / Inert atmosphere; Reflux

3.1: lithium diisopropyl amide / tetrahydrofuran / 0.5 h / -78 °C / Inert atmosphere

3.2: -78 - 20 °C / Inert atmosphere

4.1: lithium hydroxide / methanol; water / 4 h / 65 °C / Inert atmosphere

5.1: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / N,N-dimethyl-formamide / 0.5 h / Inert atmosphere

5.2: Inert atmosphere

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

7.1: Chiralcel AD-H / methanol / 75007.5 Torr / Inert atmosphere; Resolution of racemate

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

With thionyl chloride; 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; lithium hydroxide; lithium diisopropyl amide; In tetrahydrofuran; methanol; 1,2-dimethoxyethane; water; N,N-dimethyl-formamide; 8.1: |Suzuki Coupling;
DOI:10.1021/jm400926x

Reference yield:

: 5622-34-4
6-quinoline acetic acid

: 1452839-82-5
(S)-6-(1-(6-(3,4-difluorophenyl)[1,2,4]triazolo[4,3-b]pyridazin-3-yl)ethyl)quinoline

Guidance literature:: Multi-step reaction with 7 steps

1.1: thionyl chloride / 2 h / 0 °C / Inert atmosphere; Reflux

2.1: lithium diisopropyl amide / tetrahydrofuran / 0.5 h / -78 °C / Inert atmosphere

2.2: -78 - 20 °C / Inert atmosphere

3.1: lithium hydroxide / methanol; water / 4 h / 65 °C / Inert atmosphere

4.1: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / N,N-dimethyl-formamide / 0.5 h / Inert atmosphere

4.2: Inert atmosphere

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

6.1: Chiralcel AD-H / methanol / 75007.5 Torr / Inert atmosphere; Resolution of racemate

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

With thionyl chloride; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; caesium carbonate; acetic acid; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; lithium hydroxide; lithium diisopropyl amide; In tetrahydrofuran; methanol; 1,2-dimethoxyethane; water; N,N-dimethyl-formamide; 7.1: |Suzuki Coupling;
DOI:10.1021/jm400926x