5-((5-phenyl-4-((piperidin-4-ylmethyl)amino)pyridin-2-yl)amino)pyrazine-2-carbonitrile

Base Information

Chemical Name:5-((5-phenyl-4-((piperidin-4-ylmethyl)amino)pyridin-2-yl)amino)pyrazine-2-carbonitrile
CAS No.:1347446-54-1
Molecular Formula:C₂₂H₂₃N₇
Molecular Weight:385.472
Hs Code.:

Synonyms:5-((5-phenyl-4-((piperidin-4-ylmethyl)amino)pyridin-2-yl)amino)pyrazine-2-carbonitrile

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Chemical Property of 5-((5-phenyl-4-((piperidin-4-ylmethyl)amino)pyridin-2-yl)amino)pyrazine-2-carbonitrile

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Technology Process of 5-((5-phenyl-4-((piperidin-4-ylmethyl)amino)pyridin-2-yl)amino)pyrazine-2-carbonitrile

There total 5 articles about 5-((5-phenyl-4-((piperidin-4-ylmethyl)amino)pyridin-2-yl)amino)pyrazine-2-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: 76.0%

: 1137477-88-3
tert-butyl 4-(((2-((5-cyanopyrazin-2-yl)amino)-5-phenylpyridin-4-yl)amino)methyl)piperidine-1-carboxylate

: 1347446-54-1
5-((5-phenyl-4-((piperidin-4-ylmethyl)amino)pyridin-2-yl)amino)pyrazine-2-carbonitrile

Guidance literature:: With trifluoroacetic acid; In dichloromethane; at 20 ℃; for 2h; Inert atmosphere;
DOI:10.1021/acs.jmedchem.5b01938

Reference yield:

: 14432-12-3
4-Amino-2-chloropyridine

: 1347446-54-1
5-((5-phenyl-4-((piperidin-4-ylmethyl)amino)pyridin-2-yl)amino)pyrazine-2-carbonitrile

Guidance literature:: Multi-step reaction with 5 steps

1.1: Iodine monochloride; potassium acetate; acetic acid / 5 h / 70 °C

2.1: sodium hydride / N,N-dimethyl-formamide / 0.17 h / 20 °C / Inert atmosphere

2.2: 80 °C / Inert atmosphere

3.1: tetrakis(triphenylphosphine) palladium⁽⁰⁾; sodium carbonate / acetonitrile; water / 0.33 h / 100 °C / Microwave irradiation

4.1: caesium carbonate; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene / 1,4-dioxane / 1 h / 150 °C / Inert atmosphere; Microwave irradiation

5.1: trifluoroacetic acid / dichloromethane / 2 h / 20 °C / Inert atmosphere

With tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; tetrakis(triphenylphosphine) palladium⁽⁰⁾; potassium acetate; Iodine monochloride; sodium hydride; sodium carbonate; caesium carbonate; acetic acid; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; trifluoroacetic acid; In 1,4-dioxane; dichloromethane; water; N,N-dimethyl-formamide; acetonitrile; 3.1: |Suzuki Coupling / 4.1: |Buchwald-Hartwig Coupling;
DOI:10.1021/acs.jmedchem.5b01938

Reference yield:

: 800402-12-4
2-chloro-4-amino-5-iodopyridine

: 1347446-54-1
5-((5-phenyl-4-((piperidin-4-ylmethyl)amino)pyridin-2-yl)amino)pyrazine-2-carbonitrile

Guidance literature:: Multi-step reaction with 4 steps

1.1: sodium hydride / N,N-dimethyl-formamide / 0.17 h / 20 °C / Inert atmosphere

1.2: 80 °C / Inert atmosphere

2.1: tetrakis(triphenylphosphine) palladium⁽⁰⁾; sodium carbonate / acetonitrile; water / 0.33 h / 100 °C / Microwave irradiation

3.1: caesium carbonate; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene / 1,4-dioxane / 1 h / 150 °C / Inert atmosphere; Microwave irradiation

4.1: trifluoroacetic acid / dichloromethane / 2 h / 20 °C / Inert atmosphere

With tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; tetrakis(triphenylphosphine) palladium⁽⁰⁾; sodium hydride; sodium carbonate; caesium carbonate; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; trifluoroacetic acid; In 1,4-dioxane; dichloromethane; water; N,N-dimethyl-formamide; acetonitrile; 2.1: |Suzuki Coupling / 3.1: |Buchwald-Hartwig Coupling;
DOI:10.1021/acs.jmedchem.5b01938