trans-4-((5-amino-1-(phenylsulfonyl)-1H-pyrrolo[2,3-b]-pyridin-4-yl)amino)cyclohexanecarbonitrile

Base Information

• Chemical Name: trans-4-((5-amino-1-(phenylsulfonyl)-1H-pyrrolo[2,3-b]-pyridin-4-yl)amino)cyclohexanecarbonitrile
• CAS No.: 1315498-71-5
• Molecular Formula: C₂₀H₂₁N₅O₂S
• Molecular Weight: 395.485

Synonyms:trans-4-((5-amino-1-(phenylsulfonyl)-1H-pyrrolo[2,3-b]-pyridin-4-yl)amino)cyclohexanecarbonitrile

Chemical Property of trans-4-((5-amino-1-(phenylsulfonyl)-1H-pyrrolo[2,3-b]-pyridin-4-yl)amino)cyclohexanecarbonitrile

Chemical Property:

Purity/Quality:

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Technology Process of trans-4-((5-amino-1-(phenylsulfonyl)-1H-pyrrolo[2,3-b]-pyridin-4-yl)amino)cyclohexanecarbonitrile

There total 3 articles about trans-4-((5-amino-1-(phenylsulfonyl)-1H-pyrrolo[2,3-b]-pyridin-4-yl)amino)cyclohexanecarbonitrile 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: 97.0%

trans-4-((5-nitro-1-(phenylsulfonyl)-1H-pyrrolo[2,3-b]-pyridin-4-yl)amino)cyclohexanecarbonitrile (1315498-70-4) → trans-4-((5-amino-1-(phenylsulfonyl)-1H-pyrrolo[2,3-b]-pyridin-4-yl)amino)cyclohexanecarbonitrile (1315498-71-5)

Guidance literature:

With iron; ammonium chloride; In ethanol; water; for 4h; Inert atmosphere; Reflux;

DOI:10.1021/jm4004895

Reference yield:

trans-4-aminocyclohexanecarbonitrile trifluoroacetic acid salt (1198163-55-1) → trans-4-((5-amino-1-(phenylsulfonyl)-1H-pyrrolo[2,3-b]-pyridin-4-yl)amino)cyclohexanecarbonitrile (1315498-71-5)

Guidance literature:

Multi-step reaction with 2 steps

1: N-ethyl-N,N-diisopropylamine / isopropyl alcohol / 3 h / Inert atmosphere; Reflux

2: iron; ammonium chloride / ethanol; water / 4 h / Inert atmosphere; Reflux

With iron; ammonium chloride; N-ethyl-N,N-diisopropylamine; In ethanol; water; isopropyl alcohol;

DOI:10.1021/jm4004895

Reference yield:

1-(benzenesulfonyl)-4-chloro-5-nitro-1H-pyrrolo[2,3-b]pyridine (1245649-52-8) → trans-4-((5-amino-1-(phenylsulfonyl)-1H-pyrrolo[2,3-b]-pyridin-4-yl)amino)cyclohexanecarbonitrile (1315498-71-5)

Guidance literature:

Multi-step reaction with 2 steps

1: N-ethyl-N,N-diisopropylamine / isopropyl alcohol / 3 h / Inert atmosphere; Reflux

2: iron; ammonium chloride / ethanol; water / 4 h / Inert atmosphere; Reflux

With iron; ammonium chloride; N-ethyl-N,N-diisopropylamine; In ethanol; water; isopropyl alcohol;

DOI:10.1021/jm4004895

upstream raw materials:

trans-4-aminocyclohexanecarbonitrile trifluoroacetic acid salt

trans-4-((5-nitro-1-(phenylsulfonyl)-1H-pyrrolo[2,3-b]-pyridin-4-yl)amino)cyclohexanecarbonitrile

1-(benzenesulfonyl)-4-chloro-5-nitro-1H-pyrrolo[2,3-b]pyridine

Downstream raw materials:

trans-4-(2-((R)-1-hydroxyethyl)imidazo[4,5-d]pyrrolo[2,3-b]-pyridin-1(6H)-yl)cyclohexanecarbonitrile

trans-4-(2-((R)-1-hydroxyethyl)-6-(phenylsulfonyl)imidazo-[4,5-d]pyrrolo[2,3-b]pyridin-1(6H)-yl)cyclohexanecarbonitrile

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