N-((5-tosyl-5H-pyrrolo[2,3-b]pyrazin-2-yl)methyl)cyclohexanecarboxamide

Base Information

Chemical Name:N-((5-tosyl-5H-pyrrolo[2,3-b]pyrazin-2-yl)methyl)cyclohexanecarboxamide
CAS No.:1201187-58-7
Molecular Formula:C₂₁H₂₄N₄O₃S
Molecular Weight:412.513
Hs Code.:

Synonyms:N-((5-tosyl-5H-pyrrolo[2,3-b]pyrazin-2-yl)methyl)cyclohexanecarboxamide

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of N-((5-tosyl-5H-pyrrolo[2,3-b]pyrazin-2-yl)methyl)cyclohexanecarboxamide

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Technology Process of N-((5-tosyl-5H-pyrrolo[2,3-b]pyrazin-2-yl)methyl)cyclohexanecarboxamide

There total 4 articles about N-((5-tosyl-5H-pyrrolo[2,3-b]pyrazin-2-yl)methyl)cyclohexanecarboxamide 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: 80.0%

: 1201186-92-6
(5-tosyl-5H-pyrrolo[2,3-b]pyrazin-2-yl)methanamine hydrochloride

: 2719-27-9
cyclohexanylcarbonyl chloride

: 1201187-58-7
N-((5-tosyl-5H-pyrrolo[2,3-b]pyrazin-2-yl)methyl)cyclohexanecarboxamide

Guidance literature:: With N-ethyl-N,N-diisopropylamine; In dichloromethane; at 20 ℃; for 4h;
DOI:10.1016/j.bmcl.2012.11.108

Reference yield:

: 1201186-90-4
5-p-toluenesulfonyl-5H-pyrrolo[2,3-b]pyrazine-2-carbonitrile

: 1201187-58-7
N-((5-tosyl-5H-pyrrolo[2,3-b]pyrazin-2-yl)methyl)cyclohexanecarboxamide

Guidance literature:: Multi-step reaction with 2 steps

1: 5%-palladium/activated carbon; quinoline; hydrogen; hydrogenchloride / tetrahydrofuran; water / 2 h / 20 °C / 2068.65 Torr

2: N-ethyl-N,N-diisopropylamine / dichloromethane / 4 h / 20 °C

With quinoline; hydrogenchloride; 5%-palladium/activated carbon; hydrogen; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; dichloromethane; water;
DOI:10.1016/j.bmcl.2012.11.108

Reference yield:

: 875781-41-2
5-bromo-3-((trimethylsilyl)ethynyl)pyrazine-2-amine

: 1201187-58-7
N-((5-tosyl-5H-pyrrolo[2,3-b]pyrazin-2-yl)methyl)cyclohexanecarboxamide

Guidance literature:: Multi-step reaction with 4 steps

1: sodium hydride / N,N-dimethyl-formamide / 1 h / 0 - 20 °C

2: dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; zinc / N,N-dimethyl acetamide / 16 h / 95 °C

3: 5%-palladium/activated carbon; quinoline; hydrogen; hydrogenchloride / tetrahydrofuran; water / 2 h / 20 °C / 2068.65 Torr

4: N-ethyl-N,N-diisopropylamine / dichloromethane / 4 h / 20 °C

With quinoline; hydrogenchloride; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; 5%-palladium/activated carbon; hydrogen; sodium hydride; N-ethyl-N,N-diisopropylamine; zinc; In tetrahydrofuran; dichloromethane; N,N-dimethyl acetamide; water; N,N-dimethyl-formamide;
DOI:10.1016/j.bmcl.2012.11.108