4-(5-chloropyridin-3-yl)-3-[1-(trans-4-methylcyclohexyl)ethyl]-3H-imidazo[4,5-c]pyridine-6-carbonitrile

Base Information

Chemical Name:4-(5-chloropyridin-3-yl)-3-[1-(trans-4-methylcyclohexyl)ethyl]-3H-imidazo[4,5-c]pyridine-6-carbonitrile
CAS No.:1616435-38-1
Molecular Formula:C₂₁H₂₂ClN₅
Molecular Weight:379.892
Hs Code.:

Synonyms:4-(5-chloropyridin-3-yl)-3-[1-(trans-4-methylcyclohexyl)ethyl]-3H-imidazo[4,5-c]pyridine-6-carbonitrile

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Chemical Property of 4-(5-chloropyridin-3-yl)-3-[1-(trans-4-methylcyclohexyl)ethyl]-3H-imidazo[4,5-c]pyridine-6-carbonitrile

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Technology Process of 4-(5-chloropyridin-3-yl)-3-[1-(trans-4-methylcyclohexyl)ethyl]-3H-imidazo[4,5-c]pyridine-6-carbonitrile

There total 11 articles about 4-(5-chloropyridin-3-yl)-3-[1-(trans-4-methylcyclohexyl)ethyl]-3H-imidazo[4,5-c]pyridine-6-carbonitrile 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:

: 557-21-1
zinc(II) cyanide

: 1616435-37-0
6-chloro-4-(5-chloropyridin-3-yl)-3-[1-(trans-4-methylcyclohexyl)ethyl]-3H-imidazo[4,5-c]pyridine

: 1616435-38-1
4-(5-chloropyridin-3-yl)-3-[1-(trans-4-methylcyclohexyl)ethyl]-3H-imidazo[4,5-c]pyridine-6-carbonitrile

Guidance literature:: With sulfuric acid; palladium diacetate; (R)-2,2'-bis(diphenylphosphanyl)-1,1'-binaphthyl; zinc; In N,N-dimethyl acetamide; at 80 ℃; for 16h; Inert atmosphere; Sealed tube;

Reference yield:

: 1313726-52-1
tert-butyl (2,6-dichloro-3-nitropyridin-4-yl)carbamate

: 1616435-38-1
4-(5-chloropyridin-3-yl)-3-[1-(trans-4-methylcyclohexyl)ethyl]-3H-imidazo[4,5-c]pyridine-6-carbonitrile

Guidance literature:: Multi-step reaction with 7 steps

1: iron; water / ethanol / 10 h / 20 °C

2: toluene-4-sulfonic acid / toluene / 14 h / Dean-Stark; Reflux

3: acetic acid; sodium cyanoborohydride / ethanol / 4 h / 50 °C

4: hydrogenchloride / 1,4-dioxane / 12 h / 50 °C

5: 3 h / 100 °C

6: (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; caesium carbonate / 1,4-dioxane; water / 3 h / 90 °C / Inert atmosphere

7: (R)-2,2'-bis(diphenylphosphanyl)-1,1'-binaphthyl; zinc; palladium diacetate; sulfuric acid / N,N-dimethyl acetamide / 16 h / 80 °C / Inert atmosphere; Sealed tube

With hydrogenchloride; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; sulfuric acid; water; palladium diacetate; iron; sodium cyanoborohydride; caesium carbonate; toluene-4-sulfonic acid; acetic acid; (R)-2,2'-bis(diphenylphosphanyl)-1,1'-binaphthyl; zinc; In 1,4-dioxane; ethanol; N,N-dimethyl acetamide; water; toluene;

Reference yield:

: 2897-43-0
2,6-dichloro-3-nitropyridin-4-amine

: 1616435-38-1
4-(5-chloropyridin-3-yl)-3-[1-(trans-4-methylcyclohexyl)ethyl]-3H-imidazo[4,5-c]pyridine-6-carbonitrile

Guidance literature:: Multi-step reaction with 8 steps

1: lithium hexamethyldisilazane / tetrahydrofuran / 3 h / -20 - 20 °C

2: iron; water / ethanol / 10 h / 20 °C

3: toluene-4-sulfonic acid / toluene / 14 h / Dean-Stark; Reflux

4: acetic acid; sodium cyanoborohydride / ethanol / 4 h / 50 °C

5: hydrogenchloride / 1,4-dioxane / 12 h / 50 °C

6: 3 h / 100 °C

7: (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; caesium carbonate / 1,4-dioxane; water / 3 h / 90 °C / Inert atmosphere

8: (R)-2,2'-bis(diphenylphosphanyl)-1,1'-binaphthyl; zinc; palladium diacetate; sulfuric acid / N,N-dimethyl acetamide / 16 h / 80 °C / Inert atmosphere; Sealed tube

With hydrogenchloride; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; sulfuric acid; water; palladium diacetate; iron; sodium cyanoborohydride; caesium carbonate; toluene-4-sulfonic acid; acetic acid; (R)-2,2'-bis(diphenylphosphanyl)-1,1'-binaphthyl; lithium hexamethyldisilazane; zinc; In tetrahydrofuran; 1,4-dioxane; ethanol; N,N-dimethyl acetamide; water; toluene;