2-Chloro-6-fluoro-4-(1-(tetrahydro-2H-pyran-2-yl)-1H-pyrazol-5-yl)benzonitrile

Base Information

• Chemical Name: 2-Chloro-6-fluoro-4-(1-(tetrahydro-2H-pyran-2-yl)-1H-pyrazol-5-yl)benzonitrile
• CAS No.: 1297540-73-8
• Molecular Formula: C₁₅H₁₃ClFN₃O
• Molecular Weight: 305.739
• Mol file: 1297540-73-8.mol

Synonyms:2-Chloro-6-fluoro-4-(1-(tetrahydro-2H-pyran-2-yl)-1H-pyrazol-5-yl)benzonitrile

Chemical Property of 2-Chloro-6-fluoro-4-(1-(tetrahydro-2H-pyran-2-yl)-1H-pyrazol-5-yl)benzonitrile

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-Chloro-6-fluoro-4-(1-(tetrahydro-2H-pyran-2-yl)-1H-pyrazol-5-yl)benzonitrile

There total 5 articles about 2-Chloro-6-fluoro-4-(1-(tetrahydro-2H-pyran-2-yl)-1H-pyrazol-5-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: 46.0%

1-tetrahydropyran-1H-pyrazolylboronic ester (903550-26-5) + 2-Chloro-6-fluoro-4-iodobenzonitrile (1297540-72-7) → 2-Chloro-6-fluoro-4-(1-(tetrahydro-2H-pyran-2-yl)-1H-pyrazol-5-yl)benzonitrile (1297540-73-8)

Guidance literature:

With sodium carbonate; bis-triphenylphosphine-palladium(II) chloride; In tetrahydrofuran; water; at 60 ℃; for 2h;

Reference yield:

2-Chloro-6-fluoro-4-iodobenzonitrile (1297540-72-7) + 1-(tetrahydro-2H-pyran-2-yl)-1H-pyrazole-5-boronic acid pinacol ester → 2-Chloro-6-fluoro-4-(1-(tetrahydro-2H-pyran-2-yl)-1H-pyrazol-5-yl)benzonitrile (1297540-73-8)

Guidance literature:

With bis(triphenylphosphine)palladium(II)-chloride; In tetrahydrofuran; ethanol; water; ethyl acetate;

Reference yield:

3-chloro-5-fluoroaniline (4863-91-6) → 2-Chloro-6-fluoro-4-(1-(tetrahydro-2H-pyran-2-yl)-1H-pyrazol-5-yl)benzonitrile (1297540-73-8)

Guidance literature:

Multi-step reaction with 4 steps

1: N-Bromosuccinimide / acetonitrile / 2 h / 20 °C

2: N,N-dimethyl-formamide / 1 h / 190 °C / Microwave irradiation

3: potassium iodide; sodium nitrite; sulfuric acid / acetonitrile; water / 0 - 20 °C

4: sodium carbonate / bis-triphenylphosphine-palladium(II) chloride / water; tetrahydrofuran / 2 h / 60 °C

With N-Bromosuccinimide; sulfuric acid; sodium carbonate; potassium iodide; sodium nitrite; bis-triphenylphosphine-palladium(II) chloride; In tetrahydrofuran; water; N,N-dimethyl-formamide; acetonitrile;

upstream raw materials:

3-chloro-5-fluoroaniline

4-amino-2-chloro-6-fluorobenzonitrile

1-tetrahydropyran-1H-pyrazolylboronic ester

2-Chloro-6-fluoro-4-iodobenzonitrile

Downstream raw materials:

2-Chloro-6-fluoro-4-(1H-pyrazol-5-yl)benzonitrile

2-chloro-6-fluoro-4-(1H-pyrazol-3-yl)benzonitrile

2-Chloro-6-fluoro-4-(1H-pyrazol-5-yl)benzonitrile hydrochloride