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

Base Information

Chemical Name:4,6-difluoro-5-(4-(1-hydroxycyclobutyl)phenyl)-1H-indole-3-carboxylic acid
CAS No.:1467057-35-7
Molecular Formula:C₁₉H₁₅F₂NO₃
Molecular Weight:343.33
Hs Code.:

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

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

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

There total 4 articles about 4,6-difluoro-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: 10.0%

: 1467059-99-9
4,6-difluoro-5-(4-(1-hydroxycyclobutyl)phenyl)-1H-indole-3-carbaldehyde

: 1467057-35-7
4,6-difluoro-5-(4-(1-hydroxycyclobutyl)phenyl)-1H-indole-3-carboxylic acid

Guidance literature:: With sodium chlorite; sodium dihydrogen phosphate monohydrate; 2-methyl-but-2-ene; In tetrahydrofuran; water; tert-butyl alcohol; at 20 ℃; for 8.5h;
DOI:10.1021/acs.jmedchem.7b01641

Reference yield:

: 1154742-51-4
5-bromo-4,6-difluoro-1H-indole

: 1467057-35-7
4,6-difluoro-5-(4-(1-hydroxycyclobutyl)phenyl)-1H-indole-3-carboxylic acid

Guidance literature:: Multi-step reaction with 3 steps

1.1: acetonitrile / 0.75 h / 20 °C

1.2: 1 h / 100 °C

2.1: (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; potassium carbonate / water; toluene; ethanol / 16 h / 115 °C / Inert atmosphere

3.1: sodium chlorite; sodium dihydrogen phosphate monohydrate; 2-methyl-but-2-ene / water; tetrahydrofuran; tert-butyl alcohol / 8.5 h / 20 °C

With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; sodium chlorite; sodium dihydrogen phosphate monohydrate; 2-methyl-but-2-ene; potassium carbonate; In tetrahydrofuran; ethanol; water; toluene; acetonitrile; tert-butyl alcohol; 1.1: |Vilsmeier-Haack Formylation / 1.2: |Vilsmeier-Haack Formylation / 2.1: |Suzuki Coupling;
DOI:10.1021/acs.jmedchem.7b01641

Reference yield:

: 19936-14-2
1-(4-bromophenyl)cyclobutan-1-ol

: 1467057-35-7
4,6-difluoro-5-(4-(1-hydroxycyclobutyl)phenyl)-1H-indole-3-carboxylic acid

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 / 16 h / 115 °C / Inert atmosphere

3: sodium chlorite; sodium dihydrogen phosphate monohydrate; 2-methyl-but-2-ene / water; tetrahydrofuran; tert-butyl alcohol / 8.5 h / 20 °C

With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; sodium chlorite; sodium dihydrogen phosphate monohydrate; 2-methyl-but-2-ene; potassium acetate; potassium carbonate; In tetrahydrofuran; 1,4-dioxane; ethanol; water; toluene; tert-butyl alcohol; 2: |Suzuki Coupling;
DOI:10.1021/acs.jmedchem.7b01641