4-(5-chloropyridin-3-yl)-N'-hydroxy-3-[(trans-4-methylcyclohexyl)methyl]-2-(1-phenylethenyl)-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-(1-phenylethenyl)-3H-imidazo[4,5-c]pyridine-6-carboximidamide
CAS No.:1616435-78-9
Molecular Formula:C₂₈H₂₉ClN₆O
Molecular Weight:501.031
Hs Code.:

Synonyms:4-(5-chloropyridin-3-yl)-N'-hydroxy-3-[(trans-4-methylcyclohexyl)methyl]-2-(1-phenylethenyl)-3H-imidazo[4,5-c]pyridine-6-carboximidamide

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Chemical Property of 4-(5-chloropyridin-3-yl)-N'-hydroxy-3-[(trans-4-methylcyclohexyl)methyl]-2-(1-phenylethenyl)-3H-imidazo[4,5-c]pyridine-6-carboximidamide

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Technology Process of 4-(5-chloropyridin-3-yl)-N'-hydroxy-3-[(trans-4-methylcyclohexyl)methyl]-2-(1-phenylethenyl)-3H-imidazo[4,5-c]pyridine-6-carboximidamide

There total 8 articles about 4-(5-chloropyridin-3-yl)-N'-hydroxy-3-[(trans-4-methylcyclohexyl)methyl]-2-(1-phenylethenyl)-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: 100.0%

: 1616435-77-8
4-(5-chloropyridin-3-yl)-3-[(trans-4-methylcyclohexyl)methyl]-2-(1-phenylethenyl)-3H-imidazo[4,5-c]pyridine-6-carbonitrile

: 1616435-78-9
4-(5-chloropyridin-3-yl)-N'-hydroxy-3-[(trans-4-methylcyclohexyl)methyl]-2-(1-phenylethenyl)-3H-imidazo[4,5-c]pyridine-6-carboximidamide

Guidance literature:: With hydroxylamine hydrochloride; sodium hydrogencarbonate; In ethanol; water; at 100 ℃; for 1h;
DOI:10.1021/acs.jmedchem.1c01524

Reference yield:

: 934-67-8,4331-54-8,13064-83-0
trans-4-methylcyclohexanecarboxylic acid

: 1616435-78-9
4-(5-chloropyridin-3-yl)-N'-hydroxy-3-[(trans-4-methylcyclohexyl)methyl]-2-(1-phenylethenyl)-3H-imidazo[4,5-c]pyridine-6-carboximidamide

Guidance literature:: Multi-step reaction with 9 steps

1.1: thionyl chloride / tetrahydrofuran / 2 h / 20 - 50 °C / Inert atmosphere

1.2: 1 h / 0 °C

2.1: lithium aluminium tetrahydride / tetrahydrofuran / 4 h / 0 °C / Inert atmosphere; Reflux

3.1: 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

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

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

6.1: palladium diacetate; sulfuric acid; zinc; (R)-2,2'-bis(diphenylphosphanyl)-1,1'-binaphthyl / N,N-dimethyl acetamide / 4 h / 100 °C / Inert atmosphere; Sealed tube

7.1: N-Bromosuccinimide / chloroform / 1.5 h / Reflux

8.1: potassium phosphate; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂ / water; 1,4-dioxane / 50 °C / Sealed tube; Inert atmosphere

9.1: sodium hydrogencarbonate; hydroxylamine hydrochloride / water; ethanol / 1 h / 100 °C

With hydrogenchloride; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; potassium phosphate; N-Bromosuccinimide; lithium aluminium tetrahydride; thionyl chloride; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; chloro[2-(dicyclohexylphosphino)-3 ,6-dimethoxy-2’,4’, 6’-triisopropyl- 1,1’-biphenyl] [2-(2-aminoethyl)phenyl]palladium(II); sulfuric acid; hydroxylamine hydrochloride; palladium diacetate; acetic anhydride; sodium hydrogencarbonate; caesium carbonate; (R)-2,2'-bis(diphenylphosphanyl)-1,1'-binaphthyl; lithium hexamethyldisilazane; zinc; In tetrahydrofuran; 1,4-dioxane; ethanol; chloroform; N,N-dimethyl acetamide; water; 5.1: |Suzuki Coupling / 8.1: |Suzuki Coupling;
DOI:10.1021/acs.jmedchem.1c01524

Reference yield:

: 1616434-30-0
4-(5-chloropyridin-3-yl)-3-(((trans)-4-methylcyclohexyl)methyl)-3H-imidazo[4,5-c]pyridine-6-carbonitrile

: 1616435-78-9
4-(5-chloropyridin-3-yl)-N'-hydroxy-3-[(trans-4-methylcyclohexyl)methyl]-2-(1-phenylethenyl)-3H-imidazo[4,5-c]pyridine-6-carboximidamide

Guidance literature:: Multi-step reaction with 3 steps

1: N-Bromosuccinimide / chloroform / 1.5 h / Reflux

2: potassium phosphate; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂ / water; 1,4-dioxane / 50 °C / Sealed tube; Inert atmosphere

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

With potassium phosphate; N-Bromosuccinimide; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; hydroxylamine hydrochloride; sodium hydrogencarbonate; In 1,4-dioxane; ethanol; chloroform; water; 2: |Suzuki Coupling;
DOI:10.1021/acs.jmedchem.1c01524