6-fluoro-5-(4-(1-hydroxycyclobutyl)phenyl)-1H-indole-3-carboxylic acid

Base Information

• Chemical Name: 6-fluoro-5-(4-(1-hydroxycyclobutyl)phenyl)-1H-indole-3-carboxylic acid
• CAS No.: 1467057-27-7
• Molecular Formula: C₁₉H₁₆FNO₃
• Molecular Weight: 325.339
• Mol file: 1467057-27-7.mol

Synonyms:6-fluoro-5-(4-(1-hydroxycyclobutyl)phenyl)-1H-indole-3-carboxylic acid

Chemical Property of 6-fluoro-5-(4-(1-hydroxycyclobutyl)phenyl)-1H-indole-3-carboxylic acid

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 6-fluoro-5-(4-(1-hydroxycyclobutyl)phenyl)-1H-indole-3-carboxylic acid

There total 6 articles about 6-fluoro-5-(4-(1-hydroxycyclobutyl)phenyl)-1H-indole-3-carboxylic acid 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: 33.0%

methyl 6-fluoro-5-(4-(1-hydroxycyclobutyl)phenyl)-1H-indole-3-carboxylate → 6-fluoro-5-(4-(1-hydroxycyclobutyl)phenyl)-1H-indole-3-carboxylic acid (1467057-27-7)

Guidance literature:

With sodium hydroxide; In methanol; water; at 65 ℃; for 24h;

DOI:10.1021/acs.jmedchem.7b01641

Reference yield: 16.0%

6-fluoro-5-phenyl-1H-indole-3-carbaldehyde → 6-fluoro-5-(4-(1-hydroxycyclobutyl)phenyl)-1H-indole-3-carboxylic acid (1467057-27-7)

Guidance literature:

With sodium chlorite; sodium dihydrogen phosphate monohydrate; 2-methyl-but-2-ene; In water; acetonitrile; tert-butyl alcohol; at 20 ℃; for 16h;

Reference yield:

1-(4-bromophenyl)cyclobutan-1-ol (19936-14-2) → 6-fluoro-5-(4-(1-hydroxycyclobutyl)phenyl)-1H-indole-3-carboxylic acid (1467057-27-7)

Guidance literature:

Multi-step reaction with 3 steps

1: potassium acetate; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride / 1,4-dioxane / 2 h / 110 °C / Inert atmosphere

2: (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; potassium carbonate / water; toluene; ethanol / 2 h / 110 °C / Inert atmosphere

3: sodium hydroxide / water; methanol / 24 h / 65 °C

With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; potassium acetate; potassium carbonate; sodium hydroxide; In 1,4-dioxane; methanol; ethanol; water; toluene; 2: |Suzuki Coupling;

DOI:10.1021/acs.jmedchem.7b01641

upstream raw materials:

1-(4-bromophenyl)cyclobutan-1-ol

1-(4-(5,5-dimethyl-1,3,2-dioxaborinan-2-yl)phenyl)cyclobutan-1-ol

methyl 5-bromo-6-fluoro-1H-indole-3-carboxylate

5-bromo-6-fluoro-1H-indole