2-chloro-4-[5-fluoro-4-((S)-1-hydroxy-ethyl)-pyridin-3-yl]-benzonitrile

Base Information

Chemical Name:2-chloro-4-[5-fluoro-4-((S)-1-hydroxy-ethyl)-pyridin-3-yl]-benzonitrile
CAS No.:1308668-97-4
Molecular Formula:C₁₄H₁₀ClFN₂O
Molecular Weight:276.698
Hs Code.:

Synonyms:2-chloro-4-[5-fluoro-4-((S)-1-hydroxy-ethyl)-pyridin-3-yl]-benzonitrile

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Chemical Property of 2-chloro-4-[5-fluoro-4-((S)-1-hydroxy-ethyl)-pyridin-3-yl]-benzonitrile

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Technology Process of 2-chloro-4-[5-fluoro-4-((S)-1-hydroxy-ethyl)-pyridin-3-yl]-benzonitrile

There total 4 articles about 2-chloro-4-[5-fluoro-4-((S)-1-hydroxy-ethyl)-pyridin-3-yl]-benzonitrile 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:

: 1308668-88-3
2-chloro-4-[5-fluoro-4-(1-hydroxy-ethyl)-pyridin-3-yl]-benzonitrile

: 1308668-97-4
2-chloro-4-[5-fluoro-4-((S)-1-hydroxy-ethyl)-pyridin-3-yl]-benzonitrile

: 1308668-93-0
2-chloro-4-[5-fluoro-4-((R)-1-hydroxy-ethyl)-pyridin-3-yl]-benzonitrile

Guidance literature:: With ChiralPak IA-H; In ethanol; n-heptane; Resolution of racemate;

Reference yield:

: 154607-01-9
4-bromo-2-chlorobenzonitrile

: 1308668-97-4
2-chloro-4-[5-fluoro-4-((S)-1-hydroxy-ethyl)-pyridin-3-yl]-benzonitrile

: 1308668-93-0
2-chloro-4-[5-fluoro-4-((R)-1-hydroxy-ethyl)-pyridin-3-yl]-benzonitrile

Guidance literature:: Multi-step reaction with 3 steps

1: potassium acetate / dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂ / 1,4-dioxane / 4.5 h / 80 °C

2: sodium carbonate / dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂ / N,N-dimethyl-formamide / 4 h / 100 °C / Inert atmosphere

3: ChiralPak IA-H / n-heptane; ethanol / Resolution of racemate

With potassium acetate; sodium carbonate; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; In 1,4-dioxane; ethanol; n-heptane; N,N-dimethyl-formamide; 2: Suzuki Coupling;

Reference yield:

: 407-20-5
3-bromo-5-fluoropyridine

: 1308668-97-4
2-chloro-4-[5-fluoro-4-((S)-1-hydroxy-ethyl)-pyridin-3-yl]-benzonitrile

: 1308668-93-0
2-chloro-4-[5-fluoro-4-((R)-1-hydroxy-ethyl)-pyridin-3-yl]-benzonitrile

Guidance literature:: Multi-step reaction with 3 steps

1.1: diisopropylamine; n-butyllithium / tetrahydrofuran; hexanes / 0.5 h / -78 °C / Inert atmosphere

1.2: 1 h / -78 - 0 °C

2.1: sodium carbonate / dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂ / N,N-dimethyl-formamide / 4 h / 100 °C / Inert atmosphere

3.1: ChiralPak IA-H / n-heptane; ethanol / Resolution of racemate

With n-butyllithium; sodium carbonate; diisopropylamine; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; In tetrahydrofuran; hexanes; ethanol; n-heptane; N,N-dimethyl-formamide; 2.1: Suzuki Coupling;