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

Base Information

Chemical Name:4,6-difluoro-5-(4-(1-hydroxycyclobutyl)phenyl)-1H-indole-3-carbaldehyde
CAS No.:1467059-99-9
Molecular Formula:C₁₉H₁₅F₂NO₂
Molecular Weight:327.33
Hs Code.:

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

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

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

There total 3 articles about 4,6-difluoro-5-(4-(1-hydroxycyclobutyl)phenyl)-1H-indole-3-carbaldehyde 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: 95.0%

: 1467059-89-7
1-(4-(5,5-dimethyl-1,3,2-dioxaborinan-2-yl)phenyl)cyclobutan-1-ol

: 1467059-98-8
5-bromo-4,6-difluoro-1H-indole-3-carbaldehyde

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

Guidance literature:: With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; potassium carbonate; In ethanol; water; toluene; at 115 ℃; for 16h; Inert atmosphere;
DOI:10.1021/acs.jmedchem.7b01641

Reference yield:

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

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

Guidance literature:: Multi-step reaction with 2 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

With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; potassium carbonate; In ethanol; water; toluene; acetonitrile; 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

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

Guidance literature:: Multi-step reaction with 2 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

With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; potassium acetate; potassium carbonate; In 1,4-dioxane; ethanol; water; toluene; 2: |Suzuki Coupling;
DOI:10.1021/acs.jmedchem.7b01641