2'-fluoro-5'-(8-methoxyimidazo[1,2-a]pyrazin-3-yl)-biphenyl-2-carbonitrile

Base Information

• Chemical Name: 2'-fluoro-5'-(8-methoxyimidazo[1,2-a]pyrazin-3-yl)-biphenyl-2-carbonitrile
• CAS No.: 689297-63-0
• Molecular Formula: C₂₀H₁₃FN₄O
• Molecular Weight: 344.348
• Mol file: 689297-63-0.mol

Synonyms:2'-fluoro-5'-(8-methoxyimidazo[1,2-a]pyrazin-3-yl)-biphenyl-2-carbonitrile

Chemical Property of 2'-fluoro-5'-(8-methoxyimidazo[1,2-a]pyrazin-3-yl)-biphenyl-2-carbonitrile

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2'-fluoro-5'-(8-methoxyimidazo[1,2-a]pyrazin-3-yl)-biphenyl-2-carbonitrile

There total 12 articles about 2'-fluoro-5'-(8-methoxyimidazo[1,2-a]pyrazin-3-yl)-biphenyl-2-carbonitrile 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: 74.0%

2'-fluoro-5'-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)biphenyl-2-carbonitrile (425378-72-9) + 3-bromo-8-methoxyimidazo<1,2-a>pyrazine (91775-62-1) → 2'-fluoro-5'-(8-methoxyimidazo[1,2-a]pyrazin-3-yl)-biphenyl-2-carbonitrile (689297-63-0)

Guidance literature:

With sodium carbonate; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; for 12h; Heating / reflux;

Reference yield:

8-chloroimidazo[1,2-α]pyrazine (69214-33-1) → 2'-fluoro-5'-(8-methoxyimidazo[1,2-a]pyrazin-3-yl)-biphenyl-2-carbonitrile (689297-63-0)

Guidance literature:

Multi-step reaction with 3 steps

1: 95 percent / Br₂; KBr; NaOAc / methanol / 0 °C

2: Cs₂CO₃; Pd(PPh₃)4 / tetrahydrofuran / Heating

3: methanol; CH₂Cl₂ / 40 °C

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; bromine; sodium acetate; caesium carbonate; potassium bromide; In tetrahydrofuran; methanol; dichloromethane; 2: Suzuki coupling;

DOI:10.1016/j.bmcl.2005.12.027

Reference yield:

3-bromo-8-chloro-imidazo[1,2-a]pyrazine (143591-61-1) → 2'-fluoro-5'-(8-methoxyimidazo[1,2-a]pyrazin-3-yl)-biphenyl-2-carbonitrile (689297-63-0)

Guidance literature:

Multi-step reaction with 2 steps

1: Cs₂CO₃; Pd(PPh₃)4 / tetrahydrofuran / Heating

2: methanol; CH₂Cl₂ / 40 °C

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; caesium carbonate; In tetrahydrofuran; methanol; dichloromethane; 1: Suzuki coupling;

DOI:10.1016/j.bmcl.2005.12.027

upstream raw materials:

5'-(8-chloro-imidazo[1,2-a]pyrazin-3-yl)-2'-fluoro-biphenyl-2-carbonitrile

sodium methylate

8-chloroimidazo[1,2-α]pyrazine

3-bromo-8-chloro-imidazo[1,2-a]pyrazine

Downstream raw materials:

2'-fluoro-5'-(8-oxo-7,8-dihydroimidazo[1,2-a]pyrazin-3-yl)-biphenyl-2-carbonitrile