6-(1H-indol-4-yl)-1-(phenylsulfonyl)-1H-indazole-4-carbonitrile

Base Information

• Chemical Name: 6-(1H-indol-4-yl)-1-(phenylsulfonyl)-1H-indazole-4-carbonitrile
• CAS No.: 1245464-69-0
• Molecular Formula: C₂₂H₁₄N₄O₂S
• Molecular Weight: 398.445
• Mol file: 1245464-69-0.mol

Synonyms:6-(1H-indol-4-yl)-1-(phenylsulfonyl)-1H-indazole-4-carbonitrile

Chemical Property of 6-(1H-indol-4-yl)-1-(phenylsulfonyl)-1H-indazole-4-carbonitrile

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 6-(1H-indol-4-yl)-1-(phenylsulfonyl)-1H-indazole-4-carbonitrile

There total 3 articles about 6-(1H-indol-4-yl)-1-(phenylsulfonyl)-1H-indazole-4-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: 17.0%

6-bromo-1-(phenylsulfonyl)-1H-indazole-4-carbonitrile (1245464-68-9) + indole-4-boronic acid pinacol ester (388116-27-6) → 6-(1H-indol-4-yl)-1-(phenylsulfonyl)-1H-indazole-4-carbonitrile (1245464-69-0)

Guidance literature:

With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; potassium phosphate; In 1,4-dioxane; water; at 60 ℃; for 1h;

DOI:10.1021/acs.jmedchem.5b00767

Reference yield:

6-bromo-1H-indazole-4-carbonitrile (898747-00-7) → 6-(1H-indol-4-yl)-1-(phenylsulfonyl)-1H-indazole-4-carbonitrile (1245464-69-0)

Guidance literature:

Multi-step reaction with 2 steps

1.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 0.25 h / 20 °C

1.2: 18 h / 0 - 20 °C

2.1: (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; potassium phosphate / water; 1,4-dioxane / 1 h / 60 °C

With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; potassium phosphate; sodium hydride; In 1,4-dioxane; water; N,N-dimethyl-formamide; mineral oil; 2.1: |Suzuki-Miyaura Coupling;

DOI:10.1021/acs.jmedchem.5b00767

Reference yield:

benzenesulfonyl chloride (98-09-9) → 6-(1H-indol-4-yl)-1-(phenylsulfonyl)-1H-indazole-4-carbonitrile (1245464-69-0)

Guidance literature:

Multi-step reaction with 2 steps

1.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 0.25 h / 20 °C

1.2: 18 h / 0 - 20 °C

2.1: (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; potassium phosphate / water; 1,4-dioxane / 1 h / 60 °C

With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; potassium phosphate; sodium hydride; In 1,4-dioxane; water; N,N-dimethyl-formamide; mineral oil; 2.1: |Suzuki-Miyaura Coupling;

DOI:10.1021/acs.jmedchem.5b00767

upstream raw materials:

6-bromo-1-(phenylsulfonyl)-1H-indazole-4-carbonitrile

indole-4-boronic acid pinacol ester

benzenesulfonyl chloride

6-bromo-1H-indazole-4-carbonitrile

Downstream raw materials:

6-(1H-indol-4-yl)-1-(phenylsulfonyl)-4-(1H-tetrazol-5-yl)-1H-indazole

4-[5-(chloromethyl)-1,3,4-oxadiazol-2-yl]-6-(1H-indol-4-yl)-1-(phenylsulfonyl)-1H-indazole

C₂₅H₁₉N₅O₅S₂

C₃₀H₂₁N₅O₅S₂