5-([1,1′-biphenyl]-4-yl)-6-chloro-2-(methylsulfonyl)-1-((2-(trimethylsilyl)ethoxy)methyl)-1H-imidazo[4,5-b]pyridine

Base Information

• Chemical Name: 5-([1,1′-biphenyl]-4-yl)-6-chloro-2-(methylsulfonyl)-1-((2-(trimethylsilyl)ethoxy)methyl)-1H-imidazo[4,5-b]pyridine
• CAS No.: 1394373-53-5
• Molecular Formula: C₂₅H₂₈ClN₃O₃SSi
• Molecular Weight: 514.12
• Mol file: 1394373-53-5.mol

Synonyms:5-([1,1′-biphenyl]-4-yl)-6-chloro-2-(methylsulfonyl)-1-((2-(trimethylsilyl)ethoxy)methyl)-1H-imidazo[4,5-b]pyridine

Chemical Property of 5-([1,1′-biphenyl]-4-yl)-6-chloro-2-(methylsulfonyl)-1-((2-(trimethylsilyl)ethoxy)methyl)-1H-imidazo[4,5-b]pyridine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 5-([1,1′-biphenyl]-4-yl)-6-chloro-2-(methylsulfonyl)-1-((2-(trimethylsilyl)ethoxy)methyl)-1H-imidazo[4,5-b]pyridine

There total 8 articles about 5-([1,1′-biphenyl]-4-yl)-6-chloro-2-(methylsulfonyl)-1-((2-(trimethylsilyl)ethoxy)methyl)-1H-imidazo[4,5-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:

5-(biphenyl-4-yl)-6-chloro-2-(methylsulfonyl)-1H-imidazo[4,5-b]pyridine (1394373-37-5) + (2-trimethylethylsilylethoxy)methyl chloride (76513-69-4) → 5-([1,1′-biphenyl]-4-yl)-6-chloro-2-(methylsulfonyl)-1-((2-(trimethylsilyl)ethoxy)methyl)-1H-imidazo[4,5-b]pyridine (1394373-53-5)

Guidance literature:

With triethylamine; In tetrahydrofuran; at 0 - 20 ℃; for 0.25h;

Reference yield:

5-chloro-6-iodo-3-nitropyridin-2-amine (1394373-21-7) → 5-([1,1′-biphenyl]-4-yl)-6-chloro-2-(methylsulfonyl)-1-((2-(trimethylsilyl)ethoxy)methyl)-1H-imidazo[4,5-b]pyridine (1394373-53-5)

Guidance literature:

Multi-step reaction with 6 steps

1.1: ethanol / tin(II) chloride hydrate / 0.5 h / 70 °C

2.1: dmap / tetrahydrofuran / 1 h / 20 °C / Inert atmosphere

3.1: potassium hydroxide / ethanol / 0.5 h / 20 °C

3.2: 1 h / 20 °C

4.1: Oxone / acetonitrile; water / 18 h / 20 °C

5.1: potassium phosphate / palladium diacetate; catacxium A / water; tetrahydrofuran / 42 h / 45 °C / Inert atmosphere

6.1: triethylamine / tetrahydrofuran / 0.25 h / 0 - 20 °C

With Oxone; potassium phosphate; ethanol; triethylamine; potassium hydroxide; dmap; tin(II) chloride hydrate; palladium diacetate; catacxium A; In tetrahydrofuran; ethanol; water; acetonitrile;

Reference yield:

5-chloro-6-iodopyridine-2,3-diamine (1394373-23-9) → 5-([1,1′-biphenyl]-4-yl)-6-chloro-2-(methylsulfonyl)-1-((2-(trimethylsilyl)ethoxy)methyl)-1H-imidazo[4,5-b]pyridine (1394373-53-5)

Guidance literature:

Multi-step reaction with 5 steps

1.1: dmap / tetrahydrofuran / 1 h / 20 °C / Inert atmosphere

2.1: potassium hydroxide / ethanol / 0.5 h / 20 °C

2.2: 1 h / 20 °C

3.1: Oxone / acetonitrile; water / 18 h / 20 °C

4.1: potassium phosphate / palladium diacetate; catacxium A / water; tetrahydrofuran / 42 h / 45 °C / Inert atmosphere

5.1: triethylamine / tetrahydrofuran / 0.25 h / 0 - 20 °C

With Oxone; potassium phosphate; triethylamine; potassium hydroxide; dmap; palladium diacetate; catacxium A; In tetrahydrofuran; ethanol; water; acetonitrile;

upstream raw materials:

5-(biphenyl-4-yl)-6-chloro-2-(methylsulfonyl)-1H-imidazo[4,5-b]pyridine

(2-trimethylethylsilylethoxy)methyl chloride

2-amino-5-chloro-3-nitropyridine

2-amino-5,6-dichloro-3-nitropyridine

Downstream raw materials:

(3R,3aR,6R,6aR)-6-[[6-chloro-5-(4-phenylphenyl)-1H-imidazo[4,5-b]pyridin-2-yl]oxy]-2,3,3a,5,6,6a-hexahydrofuro[3,2-b]furan-3-ol