3-[1-(2,6-dichloro-3-fluorophenyl)ethyl]-5-(1-methyl-1H-imidazol-4-yl)-1H-pyrrolo[2,3-b]pyridine

Base Information

• Chemical Name: 3-[1-(2,6-dichloro-3-fluorophenyl)ethyl]-5-(1-methyl-1H-imidazol-4-yl)-1H-pyrrolo[2,3-b]pyridine
• CAS No.: 1253453-77-8
• Molecular Formula: C₁₉H₁₅Cl₂FN₄
• Molecular Weight: 389.259
• Mol file: 1253453-77-8.mol

Synonyms:3-[1-(2,6-dichloro-3-fluorophenyl)ethyl]-5-(1-methyl-1H-imidazol-4-yl)-1H-pyrrolo[2,3-b]pyridine

Chemical Property of 3-[1-(2,6-dichloro-3-fluorophenyl)ethyl]-5-(1-methyl-1H-imidazol-4-yl)-1H-pyrrolo[2,3-b]pyridine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 3-[1-(2,6-dichloro-3-fluorophenyl)ethyl]-5-(1-methyl-1H-imidazol-4-yl)-1H-pyrrolo[2,3-b]pyridine

There total 9 articles about 3-[1-(2,6-dichloro-3-fluorophenyl)ethyl]-5-(1-methyl-1H-imidazol-4-yl)-1H-pyrrolo[2,3-b]pyridine 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:

3-[1-(2,6-dichloro-3-fluorophenyl)ethyl]-5-(4,4,5,5-tetramethyl[1,3,2]dioxaborolan-2-yl)-1H-pyrrolo[2,3-b]pyridine (1227611-84-8) + 4-iodo-1-methyl-1H-imidazole (71759-87-0) → 3-[1-(2,6-dichloro-3-fluorophenyl)ethyl]-5-(1-methyl-1H-imidazol-4-yl)-1H-pyrrolo[2,3-b]pyridine (1253453-77-8)

Guidance literature:

With potassium carbonate; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; In 1,2-dimethoxyethane; water; at 100 ℃; for 1.5h; Inert atmosphere;

Reference yield:

2,6-dichloro-3-fluorobenzaldehyde (178813-77-9) → 3-[1-(2,6-dichloro-3-fluorophenyl)ethyl]-5-(1-methyl-1H-imidazol-4-yl)-1H-pyrrolo[2,3-b]pyridine (1253453-77-8)

Guidance literature:

Multi-step reaction with 4 steps

1.1: potassium hydroxide / methanol / 0 - 20 °C / Inert atmosphere

2.1: boron trifluoride diethyl etherate / tetrahydrofuran / 0.17 h / -78 °C

2.2: 20 - 65 °C

3.1: potassium acetate / (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride / 1,4-dioxane / 85 °C / Inert atmosphere

4.1: potassium carbonate / (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride / 1,2-dimethoxyethane; water / 1.5 h / 100 °C / Inert atmosphere

With boron trifluoride diethyl etherate; potassium acetate; potassium carbonate; potassium hydroxide; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; In tetrahydrofuran; 1,4-dioxane; methanol; 1,2-dimethoxyethane; water; 4.1: Suzuki Coupling;

Reference yield:

2,6?dichloro?3?fluorobenzoic acid (178813-78-0) → 3-[1-(2,6-dichloro-3-fluorophenyl)ethyl]-5-(1-methyl-1H-imidazol-4-yl)-1H-pyrrolo[2,3-b]pyridine (1253453-77-8)

Guidance literature:

Multi-step reaction with 6 steps

1.1: borane-THF / tetrahydrofuran / 20 °C / Reflux

2.1: sodium hypochlorite; 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; sodium hydrogencarbonate; sodium bromide / dichloromethane; water / -7 - -2 °C

3.1: potassium hydroxide / methanol / 0 - 20 °C / Inert atmosphere

4.1: boron trifluoride diethyl etherate / tetrahydrofuran / 0.17 h / -78 °C

4.2: 20 - 65 °C

5.1: potassium acetate / (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride / 1,4-dioxane / 85 °C / Inert atmosphere

6.1: potassium carbonate / (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride / 1,2-dimethoxyethane; water / 1.5 h / 100 °C / Inert atmosphere

With sodium hypochlorite; borane-THF; 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; boron trifluoride diethyl etherate; potassium acetate; sodium hydrogencarbonate; potassium carbonate; sodium bromide; potassium hydroxide; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; In tetrahydrofuran; 1,4-dioxane; methanol; 1,2-dimethoxyethane; dichloromethane; water; 6.1: Suzuki Coupling;

upstream raw materials:

3-[1-(2,6-dichloro-3-fluorophenyl)ethyl]-5-(4,4,5,5-tetramethyl[1,3,2]dioxaborolan-2-yl)-1H-pyrrolo[2,3-b]pyridine

4-iodo-1-methyl-1H-imidazole

2,6-dichloro-3-fluorobenzaldehyde

2,6?dichloro?3?fluorobenzoic acid

Refernces