5-bromo-N-((5-(4-fluorophenyl)pyridin-2-yl)methyl)-1H-indole-2-sulfonamide

Base Information

• Chemical Name: 5-bromo-N-((5-(4-fluorophenyl)pyridin-2-yl)methyl)-1H-indole-2-sulfonamide
• CAS No.: 1394431-51-6
• Molecular Formula: C₂₀H₁₅BrFN₃O₂S
• Molecular Weight: 460.326
• Mol file: 1394431-51-6.mol

Synonyms:5-bromo-N-((5-(4-fluorophenyl)pyridin-2-yl)methyl)-1H-indole-2-sulfonamide

Chemical Property of 5-bromo-N-((5-(4-fluorophenyl)pyridin-2-yl)methyl)-1H-indole-2-sulfonamide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 5-bromo-N-((5-(4-fluorophenyl)pyridin-2-yl)methyl)-1H-indole-2-sulfonamide

There total 9 articles about 5-bromo-N-((5-(4-fluorophenyl)pyridin-2-yl)methyl)-1H-indole-2-sulfonamide 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:

5-bromo-N-((5-(4-fluorophenyl)pyridin-2-yl)methyl)-1-(phenylsulfonyl)-1H-indole-2-sulfonamide (1394431-50-5) → 5-bromo-N-((5-(4-fluorophenyl)pyridin-2-yl)methyl)-1H-indole-2-sulfonamide (1394431-51-6)

Guidance literature:

With sodium hydroxide; In ethanol; Reflux;

DOI:10.1016/j.bmcl.2016.08.018

Reference yield:

5-(4-fluorophenyl)picolinonitrile (914349-75-0) → 5-bromo-N-((5-(4-fluorophenyl)pyridin-2-yl)methyl)-1H-indole-2-sulfonamide (1394431-51-6)

Guidance literature:

Multi-step reaction with 3 steps

1: lithium aluminium tetrahydride / tetrahydrofuran / 2 h / 20 °C / Cooling with ethanol-dry ice

2: tetrahydrofuran / 20 °C / Cooling with ethanol-dry ice

3: sodium hydroxide / ethanol / Reflux

With lithium aluminium tetrahydride; sodium hydroxide; In tetrahydrofuran; ethanol;

DOI:10.1016/j.bmcl.2016.08.018

Reference yield:

ethyl 5-bromoindolecarboxylate (16732-70-0) → 5-bromo-N-((5-(4-fluorophenyl)pyridin-2-yl)methyl)-1H-indole-2-sulfonamide (1394431-51-6)

Guidance literature:

Multi-step reaction with 6 steps

1.1: sodium hydroxide / ethanol / 40 °C

1.2: 0.42 h / 250 °C / Microwave irradiation

2.1: sodium hydride / N,N-dimethyl-formamide / 18 h / 20 °C

3.1: n-butyllithium / tetrahydrofuran / 0.5 h / -70 °C / Inert atmosphere

3.2: 2.25 h / -70 - 20 °C / Inert atmosphere

4.1: N-chloro-succinimide / dichloromethane / 2 h / 5 °C

5.1: tetrahydrofuran / 20 °C / Cooling with ethanol-dry ice

6.1: sodium hydroxide / ethanol / Reflux

With N-chloro-succinimide; n-butyllithium; sodium hydride; sodium hydroxide; In tetrahydrofuran; ethanol; dichloromethane; N,N-dimethyl-formamide;

DOI:10.1016/j.bmcl.2016.08.018

upstream raw materials:

5-(4-fluorophenyl)picolinonitrile

(5-(4-fluorophenyl)pyridin-2-yl)methanamine

5-bromo-1-(phenylsulfonyl)-1H-indole-2-sulfonyl chloride

5-bromo-N-((5-(4-fluorophenyl)pyridin-2-yl)methyl)-1-(phenylsulfonyl)-1H-indole-2-sulfonamide