5-{4-[(1-acetylazetidin-3-yl)methoxy]phenyl}-6-chloro-1H-indole-3-carbaldehyde

Base Information

• Chemical Name: 5-{4-[(1-acetylazetidin-3-yl)methoxy]phenyl}-6-chloro-1H-indole-3-carbaldehyde
• CAS No.: 1467060-07-6
• Molecular Formula: C₂₁H₁₉ClN₂O₃
• Molecular Weight: 382.846
• Mol file: 1467060-07-6.mol

Synonyms:5-{4-[(1-acetylazetidin-3-yl)methoxy]phenyl}-6-chloro-1H-indole-3-carbaldehyde

Chemical Property of 5-{4-[(1-acetylazetidin-3-yl)methoxy]phenyl}-6-chloro-1H-indole-3-carbaldehyde

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 5-{4-[(1-acetylazetidin-3-yl)methoxy]phenyl}-6-chloro-1H-indole-3-carbaldehyde

There total 6 articles about 5-{4-[(1-acetylazetidin-3-yl)methoxy]phenyl}-6-chloro-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: 52.0%

5-bromo-6-chloro-1H-indole-3-carbaldehyde (1467059-87-5) + 1-(3-{[4-(5,5-dimethyl-1,3,2-dioxaborinan-2-yl)phenoxy]methyl}azetidin-1-yl)ethanone (1467060-06-5) → 5-{4-[(1-acetylazetidin-3-yl)methoxy]phenyl}-6-chloro-1H-indole-3-carbaldehyde (1467060-07-6)

Guidance literature:

With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; potassium carbonate; In ethanol; water; toluene; at 110 ℃; for 2h; Inert atmosphere; Microwave irradiation;

Reference yield:

1-{3-[(4-bromophenoxy)methyl]azetidin-1-yl}ethanone (1467060-05-4) → 5-{4-[(1-acetylazetidin-3-yl)methoxy]phenyl}-6-chloro-1H-indole-3-carbaldehyde (1467060-07-6)

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; Microwave irradiation

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

With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; potassium acetate; potassium carbonate; In 1,4-dioxane; ethanol; water; toluene;

Reference yield:

5-bromo-6-chloro-1H-indole (122531-09-3) → 5-{4-[(1-acetylazetidin-3-yl)methoxy]phenyl}-6-chloro-1H-indole-3-carbaldehyde (1467060-07-6)

Guidance literature:

Multi-step reaction with 2 steps

1.1: trichlorophosphate / 0.17 h / 20 °C / Inert atmosphere

1.2: 0.42 h / 95 °C / Inert atmosphere

1.3: 0.18 h / 95 °C / Inert atmosphere

2.1: (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; potassium carbonate / water; ethanol; toluene / 2 h / 110 °C / Inert atmosphere; Microwave irradiation

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

upstream raw materials:

1-{3-[(4-bromophenoxy)methyl]azetidin-1-yl}ethanone

5-bromo-6-chloro-1H-indole-3-carbaldehyde

1-(3-{[4-(5,5-dimethyl-1,3,2-dioxaborinan-2-yl)phenoxy]methyl}azetidin-1-yl)ethanone

5-bromo-6-chloro-1H-indole

Downstream raw materials:

5-{4-[(1-acetylazetidin-3-yl)methoxy]phenyl}-6-chloro-1H-indole-3-carboxylic acid