6-chloro-4-(5-chloropyridin-3-yl)-3-(((trans)-4-methylcyclohexyl)methyl)-3H-imidazo[4,5-c]pyridine

Base Information

• Chemical Name: 6-chloro-4-(5-chloropyridin-3-yl)-3-(((trans)-4-methylcyclohexyl)methyl)-3H-imidazo[4,5-c]pyridine
• CAS No.: 1616434-29-7
• Molecular Formula: C₁₉H₂₀Cl₂N₄
• Molecular Weight: 375.301
• Mol file: 1616434-29-7.mol

Synonyms:6-chloro-4-(5-chloropyridin-3-yl)-3-(((trans)-4-methylcyclohexyl)methyl)-3H-imidazo[4,5-c]pyridine

Chemical Property of 6-chloro-4-(5-chloropyridin-3-yl)-3-(((trans)-4-methylcyclohexyl)methyl)-3H-imidazo[4,5-c]pyridine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 6-chloro-4-(5-chloropyridin-3-yl)-3-(((trans)-4-methylcyclohexyl)methyl)-3H-imidazo[4,5-c]pyridine

There total 14 articles about 6-chloro-4-(5-chloropyridin-3-yl)-3-(((trans)-4-methylcyclohexyl)methyl)-3H-imidazo[4,5-c]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: 81.0%

(5-chloro-3-pyridyl)boronic acid (872041-85-5) + 4,6-dichloro-3-(((trans)-4-methylcyclohexyl)methyl)-3H-imidazo[4,5-c]pyridine (1616434-24-2) → 6-chloro-4-(5-chloropyridin-3-yl)-3-(((trans)-4-methylcyclohexyl)methyl)-3H-imidazo[4,5-c]pyridine (1616434-29-7)

Guidance literature:

With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; caesium carbonate; In 1,4-dioxane; water; at 90 ℃; for 3h; Inert atmosphere;

DOI:10.1021/acs.jmedchem.1c01524

Reference yield:

2,6-dichloro-N3-((trans-4-methylcyclohexyl)methyl)pyridine-3,4-diamine (1658500-49-2) → 6-chloro-4-(5-chloropyridin-3-yl)-3-(((trans)-4-methylcyclohexyl)methyl)-3H-imidazo[4,5-c]pyridine (1616434-29-7)

Guidance literature:

Multi-step reaction with 2 steps

1: acetic anhydride / 3 h / 90 °C

2: (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; caesium carbonate / 1,4-dioxane; water / 3 h / 90 °C / Inert atmosphere; Sealed tube

With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; acetic anhydride; caesium carbonate; In 1,4-dioxane; water;

Reference yield:

((trans)-4-methylcyclohexyl)methanamine (35388-78-4) → 6-chloro-4-(5-chloropyridin-3-yl)-3-(((trans)-4-methylcyclohexyl)methyl)-3H-imidazo[4,5-c]pyridine (1616434-29-7)

Guidance literature:

Multi-step reaction with 3 steps

1: chloro[2-(dicyclohexylphosphino)-3 ,6-dimethoxy-2’,4’, 6’-triisopropyl- 1,1’-biphenyl] [2-(2-aminoethyl)phenyl]palladium(II); lithium hexamethyldisilazane / tetrahydrofuran / 20 °C / Inert atmosphere

2: acetic anhydride; hydrogenchloride / 1,4-dioxane / 2 h / 90 °C

3: caesium carbonate; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride / water; 1,4-dioxane / 3 h / 90 °C / Inert atmosphere

With hydrogenchloride; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; chloro[2-(dicyclohexylphosphino)-3 ,6-dimethoxy-2’,4’, 6’-triisopropyl- 1,1’-biphenyl] [2-(2-aminoethyl)phenyl]palladium(II); acetic anhydride; caesium carbonate; lithium hexamethyldisilazane; In tetrahydrofuran; 1,4-dioxane; water; 3: |Suzuki Coupling;

DOI:10.1021/acs.jmedchem.1c01524

upstream raw materials:

2,6-dichloro-3-nitropyridin-4-amine

tert-butyl (2,6-dichloro-3-nitropyridin-4-yl)carbamate

tert-butyl (2,6-dichloro-3-(((trans-4-methylcyclohexyl)methyl)amino)pyridin-4-yl)carbamate

2,6-dichloro-N³-((trans-4-methylcyclohexyl)methyl)pyridine-3,4-diamine

Downstream raw materials:

2-bromo-4-(5-chloropyridin-3-yl)-3-(((trans)-4-methylcyclohexyl)methyl)-3H-imidazo[4,5-c]pyridine-6-carbonitrile

3-(4-(5-chloropyridin-3-yl)-2-((S)-2-(fluoromethyl)pyrrolidin-1-yl)-3-(((trans)-4-methylcyclohexyl)methyl)-3H-imidazo[4,5-c]pyridin-6-yl)-1,2,4-oxadiazol-5(4H)-one

4-(5-chloropyridin-3-yl)-2-[(2S)-2-(fluoromethyl)pyrrolidin-1-yl]-3-[(trans-4-methylcyclohexyl)methyl]-3H-imidazo[4,5-c]pyridine-6-carbonitrile

3-(4-(5-chloropyridin-3-yl)-2-((4aR,7aR)-hexahydrocyclopenta[b][1,4]oxazin-4(4aH)-yl)-3-(((trans)-4-methylcyclohexyl)methyl)-3H-imidazo[4,5-c]pyridin-6-yl)-1,2,4-oxadiazol-5(4H)-one