4-(5-chloropyridin-3-yl)-N'-hydroxy-3-[(trans-4-methylcyclohexyl)methyl]-2-[(3R)-3-phenylmorpholin-4-yl]-3H-imidazo[4,5-c]pyridine-6-carboximidamide

Base Information

• Chemical Name: 4-(5-chloropyridin-3-yl)-N'-hydroxy-3-[(trans-4-methylcyclohexyl)methyl]-2-[(3R)-3-phenylmorpholin-4-yl]-3H-imidazo[4,5-c]pyridine-6-carboximidamide
• CAS No.: 1658500-50-5
• Molecular Formula: C₃₀H₃₄ClN₇O₂
• Molecular Weight: 560.099
• Mol file: 1658500-50-5.mol

Synonyms:4-(5-chloropyridin-3-yl)-N'-hydroxy-3-[(trans-4-methylcyclohexyl)methyl]-2-[(3R)-3-phenylmorpholin-4-yl]-3H-imidazo[4,5-c]pyridine-6-carboximidamide

Chemical Property of 4-(5-chloropyridin-3-yl)-N'-hydroxy-3-[(trans-4-methylcyclohexyl)methyl]-2-[(3R)-3-phenylmorpholin-4-yl]-3H-imidazo[4,5-c]pyridine-6-carboximidamide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 4-(5-chloropyridin-3-yl)-N'-hydroxy-3-[(trans-4-methylcyclohexyl)methyl]-2-[(3R)-3-phenylmorpholin-4-yl]-3H-imidazo[4,5-c]pyridine-6-carboximidamide

There total 19 articles about 4-(5-chloropyridin-3-yl)-N'-hydroxy-3-[(trans-4-methylcyclohexyl)methyl]-2-[(3R)-3-phenylmorpholin-4-yl]-3H-imidazo[4,5-c]pyridine-6-carboximidamide 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: 96.0%

4-(5-chloropyridin-3-yl)-3-[(trans-4-methylcyclohexyl)methyl]-2-[(3R)-3-phenylmorpholin-4-yl]-3H-imidazo[4,5-c]pyridine-6-carbonitrile (1616434-28-6) → 4-(5-chloropyridin-3-yl)-N'-hydroxy-3-[(trans-4-methylcyclohexyl)methyl]-2-[(3R)-3-phenylmorpholin-4-yl]-3H-imidazo[4,5-c]pyridine-6-carboximidamide (1658500-50-5)

Guidance literature:

With hydroxylamine hydrochloride; sodium hydrogencarbonate; In ethanol; water; at 100 ℃; for 1h;

DOI:10.1021/acs.jmedchem.1c01524

Reference yield:

2-bromo-4,6-dichloro-3-(((trans)-4-methylcyclohexyl)methyl)-3H-imidazo[4,5-c]pyridine (1616434-25-3) → 4-(5-chloropyridin-3-yl)-N'-hydroxy-3-[(trans-4-methylcyclohexyl)methyl]-2-[(3R)-3-phenylmorpholin-4-yl]-3H-imidazo[4,5-c]pyridine-6-carboximidamide (1658500-50-5)

Guidance literature:

Multi-step reaction with 4 steps

1: N-ethyl-N,N-diisopropylamine; potassium fluoride / dimethyl sulfoxide / 16 h / 100 °C / Sealed tube

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

3: (R)-2,2'-bis(diphenylphosphanyl)-1,1'-binaphthyl; zinc; palladium diacetate; sulfuric acid / N,N-dimethyl acetamide / 3.5 h / 100 °C / Inert atmosphere; Sealed tube

4: hydroxylamine hydrochloride; sodium hydrogencarbonate / water; ethanol / 1 h / 100 °C / Sealed tube

With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; potassium fluoride; sulfuric acid; hydroxylamine hydrochloride; palladium diacetate; sodium hydrogencarbonate; caesium carbonate; (R)-2,2'-bis(diphenylphosphanyl)-1,1'-binaphthyl; N-ethyl-N,N-diisopropylamine; zinc; In 1,4-dioxane; ethanol; N,N-dimethyl acetamide; water; dimethyl sulfoxide;

Reference yield:

4,6-dichloro-3-[(trans-4-methylcyclohexyl)methyl]-2-[(3R)-3-phenylmorpholin-4-yl]-3H-imidazo[4,5-c]pyridine (1616434-26-4) → 4-(5-chloropyridin-3-yl)-N'-hydroxy-3-[(trans-4-methylcyclohexyl)methyl]-2-[(3R)-3-phenylmorpholin-4-yl]-3H-imidazo[4,5-c]pyridine-6-carboximidamide (1658500-50-5)

Guidance literature:

Multi-step reaction with 3 steps

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

2: (R)-2,2'-bis(diphenylphosphanyl)-1,1'-binaphthyl; zinc; palladium diacetate; sulfuric acid / N,N-dimethyl acetamide / 3.5 h / 100 °C / Inert atmosphere; Sealed tube

3: hydroxylamine hydrochloride; sodium hydrogencarbonate / water; ethanol / 1 h / 100 °C / Sealed tube

With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; sulfuric acid; hydroxylamine hydrochloride; palladium diacetate; sodium hydrogencarbonate; caesium carbonate; (R)-2,2'-bis(diphenylphosphanyl)-1,1'-binaphthyl; zinc; In 1,4-dioxane; ethanol; N,N-dimethyl acetamide; water;

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

Refernces

• 1、 -. "Substituted Imidazopyridines as HDM2 Inhibitors". . . Retrieved 2014/07/08.