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

Base Information

Chemical Name:tert-butyl 4-(((2-((5-cyanopyrazin-2-yl)amino)-5-phenylpyridin-4-yl)amino)methyl)piperidine-1-carboxylate
CAS No.:1137477-88-3
Molecular Formula:C₂₇H₃₁N₇O₂
Molecular Weight:485.589
Hs Code.:

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

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Chemical Property of tert-butyl 4-(((2-((5-cyanopyrazin-2-yl)amino)-5-phenylpyridin-4-yl)amino)methyl)piperidine-1-carboxylate

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Technology Process of tert-butyl 4-(((2-((5-cyanopyrazin-2-yl)amino)-5-phenylpyridin-4-yl)amino)methyl)piperidine-1-carboxylate

There total 4 articles about tert-butyl 4-(((2-((5-cyanopyrazin-2-yl)amino)-5-phenylpyridin-4-yl)amino)methyl)piperidine-1-carboxylate 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: 41.0%

: 1137477-87-2
tert-butyl 4-(((2-chloro-5-phenylpyridin-4-yl)amino)methyl)piperidine-1-carboxylate

: 113305-94-5
2-amino-5-cyanopyrazine

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

Guidance literature:: With tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; caesium carbonate; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; In 1,4-dioxane; at 150 ℃; for 1h; Inert atmosphere; Microwave irradiation;
DOI:10.1021/acs.jmedchem.5b01938

Reference yield:

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

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

Guidance literature:: Multi-step reaction with 4 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

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; In 1,4-dioxane; 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

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

Guidance literature:: Multi-step reaction with 3 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

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