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

Base Information

Chemical Name:3-[4-(5-chloropyridin-3-yl)-3-[(trans-4-methylcyclohexyl)methyl]-2-(1-phenylethenyl)-3H-imidazo[4,5-c]pyridin-6-yl]-1,2,4-oxadiazol-5(4H)-one
CAS No.:1616431-32-3
Molecular Formula:C₂₉H₂₇ClN₆O₂
Molecular Weight:527.025
Hs Code.:

Synonyms:3-[4-(5-chloropyridin-3-yl)-3-[(trans-4-methylcyclohexyl)methyl]-2-(1-phenylethenyl)-3H-imidazo[4,5-c]pyridin-6-yl]-1,2,4-oxadiazol-5(4H)-one

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Chemical Property of 3-[4-(5-chloropyridin-3-yl)-3-[(trans-4-methylcyclohexyl)methyl]-2-(1-phenylethenyl)-3H-imidazo[4,5-c]pyridin-6-yl]-1,2,4-oxadiazol-5(4H)-one

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Technology Process of 3-[4-(5-chloropyridin-3-yl)-3-[(trans-4-methylcyclohexyl)methyl]-2-(1-phenylethenyl)-3H-imidazo[4,5-c]pyridin-6-yl]-1,2,4-oxadiazol-5(4H)-one

There total 6 articles about 3-[4-(5-chloropyridin-3-yl)-3-[(trans-4-methylcyclohexyl)methyl]-2-(1-phenylethenyl)-3H-imidazo[4,5-c]pyridin-6-yl]-1,2,4-oxadiazol-5(4H)-one 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: 94.0%

: 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

: 530-62-1
1,1'-carbonyldiimidazole

: 1616431-32-3
3-[4-(5-chloropyridin-3-yl)-3-[(trans-4-methylcyclohexyl)methyl]-2-(1-phenylethenyl)-3H-imidazo[4,5-c]pyridin-6-yl]-1,2,4-oxadiazol-5(4H)-one

Guidance literature:: With 1,8-diazabicyclo[5.4.0]undec-7-ene; In acetonitrile; at 20 ℃; for 1h;
DOI:10.1021/acs.jmedchem.1c01524

Reference yield:

: 1658500-49-2
2,6-dichloro-N³-((trans-4-methylcyclohexyl)methyl)pyridine-3,4-diamine

: 1616431-32-3
3-[4-(5-chloropyridin-3-yl)-3-[(trans-4-methylcyclohexyl)methyl]-2-(1-phenylethenyl)-3H-imidazo[4,5-c]pyridin-6-yl]-1,2,4-oxadiazol-5(4H)-one

Guidance literature:: Multi-step reaction with 7 steps

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

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

3: 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

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

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

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

7: 1,8-diazabicyclo[5.4.0]undec-7-ene / acetonitrile / 1 h / 20 °C

With hydrogenchloride; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; potassium phosphate; N-Bromosuccinimide; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; sulfuric acid; hydroxylamine hydrochloride; palladium diacetate; acetic anhydride; sodium hydrogencarbonate; caesium carbonate; 1,8-diazabicyclo[5.4.0]undec-7-ene; (R)-2,2'-bis(diphenylphosphanyl)-1,1'-binaphthyl; zinc; In 1,4-dioxane; ethanol; chloroform; N,N-dimethyl acetamide; water; acetonitrile; 2: |Suzuki Coupling / 5: |Suzuki Coupling;
DOI:10.1021/acs.jmedchem.1c01524

Reference yield:

: 1616434-24-2
4,6-dichloro-3-(((trans)-4-methylcyclohexyl)methyl)-3H-imidazo[4,5-c]pyridine

: 1616431-32-3
3-[4-(5-chloropyridin-3-yl)-3-[(trans-4-methylcyclohexyl)methyl]-2-(1-phenylethenyl)-3H-imidazo[4,5-c]pyridin-6-yl]-1,2,4-oxadiazol-5(4H)-one

Guidance literature:: Multi-step reaction with 6 steps

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

2: 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

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

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

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

6: 1,8-diazabicyclo[5.4.0]undec-7-ene / acetonitrile / 1 h / 20 °C

With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; potassium phosphate; N-Bromosuccinimide; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; sulfuric acid; hydroxylamine hydrochloride; palladium diacetate; sodium hydrogencarbonate; caesium carbonate; 1,8-diazabicyclo[5.4.0]undec-7-ene; (R)-2,2'-bis(diphenylphosphanyl)-1,1'-binaphthyl; zinc; In 1,4-dioxane; ethanol; chloroform; N,N-dimethyl acetamide; water; acetonitrile; 1: |Suzuki Coupling / 4: |Suzuki Coupling;
DOI:10.1021/acs.jmedchem.1c01524