(R)-N-(3-{3-cyano-1-[4-(trifluoromethyl)phenyl]propyl}-5-fluoro-1H-indol-7-yl)methanesulfonamide

Base Information

• Chemical Name: (R)-N-(3-{3-cyano-1-[4-(trifluoromethyl)phenyl]propyl}-5-fluoro-1H-indol-7-yl)methanesulfonamide
• CAS No.: 1202463-54-4
• Molecular Formula: C₂₀H₁₇F₄N₃O₂S
• Molecular Weight: 439.433
• Mol file: 1202463-54-4.mol

Synonyms:(R)-N-(3-{3-cyano-1-[4-(trifluoromethyl)phenyl]propyl}-5-fluoro-1H-indol-7-yl)methanesulfonamide

Chemical Property of (R)-N-(3-{3-cyano-1-[4-(trifluoromethyl)phenyl]propyl}-5-fluoro-1H-indol-7-yl)methanesulfonamide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (R)-N-(3-{3-cyano-1-[4-(trifluoromethyl)phenyl]propyl}-5-fluoro-1H-indol-7-yl)methanesulfonamide

There total 5 articles about (R)-N-(3-{3-cyano-1-[4-(trifluoromethyl)phenyl]propyl}-5-fluoro-1H-indol-7-yl)methanesulfonamide 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:

N-(3-{3-Cyano-1-[4-(trifluoromethyl)phenyl]propyl}-5-fluoro-1H-indol-7-yl)methanesulfonamide (1202463-53-3) → (R)-N-(3-{3-cyano-1-[4-(trifluoromethyl)phenyl]propyl}-5-fluoro-1H-indol-7-yl)methanesulfonamide (1202463-54-4) + (S)-N-(3-{3-cyano-1-[4-(trifluoromethyl)phenyl]propyl}-5-fluoro-1H-indol-7-yl)methanesulfonamide (1202463-55-5)

Guidance literature:

With Daicel Chiralcel AD-H; In ethanol; Resolution of racemate;

Reference yield:

5-fluoro-7-nitro-1H-indole-2-carboxylic acid (1202463-81-7) → (R)-N-(3-{3-cyano-1-[4-(trifluoromethyl)phenyl]propyl}-5-fluoro-1H-indol-7-yl)methanesulfonamide (1202463-54-4) + (S)-N-(3-{3-cyano-1-[4-(trifluoromethyl)phenyl]propyl}-5-fluoro-1H-indol-7-yl)methanesulfonamide (1202463-55-5)

Guidance literature:

Multi-step reaction with 5 steps

1.1: quinoline / 2 h / 205 °C

2.1: acetonitrile / 48 h / Reflux

3.1: lithium borohydride / tetrahydrofuran / 0 - 20 °C

4.1: hydrogen / palladium 10% on activated carbon / ethanol / 20 °C

4.2: 20 °C / Inert atmosphere

4.3: 80 °C

5.1: Daicel Chiralcel AD-H / ethanol / Resolution of racemate

With lithium borohydride; hydrogen; quinoline; palladium 10% on activated carbon; In tetrahydrofuran; ethanol; acetonitrile;

Reference yield:

5-Fluoro-7-nitro-1H-indole (1202463-82-8) → (R)-N-(3-{3-cyano-1-[4-(trifluoromethyl)phenyl]propyl}-5-fluoro-1H-indol-7-yl)methanesulfonamide (1202463-54-4) + (S)-N-(3-{3-cyano-1-[4-(trifluoromethyl)phenyl]propyl}-5-fluoro-1H-indol-7-yl)methanesulfonamide (1202463-55-5)

Guidance literature:

Multi-step reaction with 4 steps

1.1: acetonitrile / 48 h / Reflux

2.1: lithium borohydride / tetrahydrofuran / 0 - 20 °C

3.1: hydrogen / palladium 10% on activated carbon / ethanol / 20 °C

3.2: 20 °C / Inert atmosphere

3.3: 80 °C

4.1: Daicel Chiralcel AD-H / ethanol / Resolution of racemate

With lithium borohydride; hydrogen; palladium 10% on activated carbon; In tetrahydrofuran; ethanol; acetonitrile;

upstream raw materials:

ethyl 5-fluoro-7-nitro-1H-indole-2-carboxyiate

5-fluoro-7-nitro-1H-indole-2-carboxylic acid

5-Fluoro-7-nitro-1H-indole

3-(5-Fluoro-7-nitro-1H-indol-3-yl)-3-[4-(trifluoromethyl)phenyl]propanoic acid