2-(furan-2-yl)-6-phenyl-N-(pyridin-3-yl)quinoline-4-carboxamide

Base Information

• Chemical Name: 2-(furan-2-yl)-6-phenyl-N-(pyridin-3-yl)quinoline-4-carboxamide
• CAS No.: 1549766-97-3
• Molecular Formula: C₂₅H₁₇N₃O₂
• Molecular Weight: 391.429
• Mol file: 1549766-97-3.mol

Synonyms:

Chemical Property of 2-(furan-2-yl)-6-phenyl-N-(pyridin-3-yl)quinoline-4-carboxamide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-(furan-2-yl)-6-phenyl-N-(pyridin-3-yl)quinoline-4-carboxamide

There total 3 articles about 2-(furan-2-yl)-6-phenyl-N-(pyridin-3-yl)quinoline-4-carboxamide 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:

1-(2-furyl)-1-ethanone (1192-62-7,80145-44-4) → 2-(furan-2-yl)-6-phenyl-N-(pyridin-3-yl)quinoline-4-carboxamide (1549766-97-3)

Guidance literature:

Multi-step reaction with 3 steps

1.1: sodium hydroxide / ethanol; water / 2 h / 20 °C / Reflux

2.1: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; benzotriazol-1-ol; dmap / N,N-dimethyl-formamide / 0.5 h / 20 °C / Inert atmosphere

2.2: 12 h / 20 °C / Inert atmosphere

3.1: sodium carbonate; tetrakis(triphenylphosphine) palladium⁽⁰⁾ / water; N,N-dimethyl-formamide / 16 h / 90 °C / Sealed tube; Inert atmosphere

With dmap; tetrakis(triphenylphosphine) palladium⁽⁰⁾; sodium carbonate; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; sodium hydroxide; In ethanol; water; N,N-dimethyl-formamide; 3.1: |Suzuki Coupling;

Reference yield:

6-bromo-2-(furan-2-yl)quinoline-4-carboxylic acid (296244-19-4) → 2-(furan-2-yl)-6-phenyl-N-(pyridin-3-yl)quinoline-4-carboxamide (1549766-97-3)

Guidance literature:

Multi-step reaction with 2 steps

1.1: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; benzotriazol-1-ol; dmap / N,N-dimethyl-formamide / 0.5 h / 20 °C / Inert atmosphere

1.2: 12 h / 20 °C / Inert atmosphere

2.1: sodium carbonate; tetrakis(triphenylphosphine) palladium⁽⁰⁾ / water; N,N-dimethyl-formamide / 16 h / 90 °C / Sealed tube; Inert atmosphere

With dmap; tetrakis(triphenylphosphine) palladium⁽⁰⁾; sodium carbonate; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In water; N,N-dimethyl-formamide; 2.1: |Suzuki Coupling;

Reference yield:

5-Bromo-1H-indole-2,3-dione (87-48-9) → 2-(furan-2-yl)-6-phenyl-N-(pyridin-3-yl)quinoline-4-carboxamide (1549766-97-3)

Guidance literature:

Multi-step reaction with 3 steps

1.1: sodium hydroxide / ethanol; water / 2 h / 20 °C / Reflux

2.1: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; benzotriazol-1-ol; dmap / N,N-dimethyl-formamide / 0.5 h / 20 °C / Inert atmosphere

2.2: 12 h / 20 °C / Inert atmosphere

3.1: sodium carbonate; tetrakis(triphenylphosphine) palladium⁽⁰⁾ / water; N,N-dimethyl-formamide / 16 h / 90 °C / Sealed tube; Inert atmosphere

With dmap; tetrakis(triphenylphosphine) palladium⁽⁰⁾; sodium carbonate; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; sodium hydroxide; In ethanol; water; N,N-dimethyl-formamide; 3.1: |Suzuki Coupling;

upstream raw materials:

5-Bromo-1H-indole-2,3-dione

1-(2-furyl)-1-ethanone

6-bromo-2-(furan-2-yl)quinoline-4-carboxylic acid