2-(3-{2-cyano-1-[4-(7H-pyrrolo[2,3-d]pyrimidin-4-yl)-1H-pyrazol-1-yl]ethyl}pyrrolidin-1-yl)-6-(methylthio)benzonitrile

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Chemical Name:2-(3-{2-cyano-1-[4-(7H-pyrrolo[2,3-d]pyrimidin-4-yl)-1H-pyrazol-1-yl]ethyl}pyrrolidin-1-yl)-6-(methylthio)benzonitrile
CAS No.:1257068-12-4
Molecular Formula:C₂₄H₂₂N₈S
Molecular Weight:454.558
Hs Code.:

Synonyms:2-(3-{2-cyano-1-[4-(7H-pyrrolo[2,3-d]pyrimidin-4-yl)-1H-pyrazol-1-yl]ethyl}pyrrolidin-1-yl)-6-(methylthio)benzonitrile

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Chemical Property of 2-(3-{2-cyano-1-[4-(7H-pyrrolo[2,3-d]pyrimidin-4-yl)-1H-pyrazol-1-yl]ethyl}pyrrolidin-1-yl)-6-(methylthio)benzonitrile

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Technology Process of 2-(3-{2-cyano-1-[4-(7H-pyrrolo[2,3-d]pyrimidin-4-yl)-1H-pyrazol-1-yl]ethyl}pyrrolidin-1-yl)-6-(methylthio)benzonitrile

There total 8 articles about 2-(3-{2-cyano-1-[4-(7H-pyrrolo[2,3-d]pyrimidin-4-yl)-1H-pyrazol-1-yl]ethyl}pyrrolidin-1-yl)-6-(methylthio)benzonitrile 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:

: 59379-02-1,191348-04-6
tert-butyl 3-formylpyrrolidine-1-carboxylate

: 1257068-12-4
2-(3-{2-cyano-1-[4-(7H-pyrrolo[2,3-d]pyrimidin-4-yl)-1H-pyrazol-1-yl]ethyl}pyrrolidin-1-yl)-6-(methylthio)benzonitrile

Guidance literature:: Multi-step reaction with 5 steps

1.1: potassium tert-butylate / tetrahydrofuran / 2 h / 0 - 20 °C

1.2: 16 h / 0 - 20 °C

2.1: 1,8-diazabicyclo[5.4.0]undec-7-ene / acetonitrile / 72 h

3.1: hydrogenchloride / 1,4-dioxane / 16 h

4.1: N-ethyl-N,N-diisopropylamine; boron trifluoride; 1-butyl-3-methyl-3H-imidazol-1-ium fluoride / 5.2 h / 120 - 150 °C

5.1: trifluoroacetic acid / 1,2-dichloro-ethane / 1 h

5.2: 1 h

With hydrogenchloride; 1-butyl-3-methyl-3H-imidazol-1-ium fluoride; boron trifluoride; potassium tert-butylate; 1,8-diazabicyclo[5.4.0]undec-7-ene; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; In tetrahydrofuran; 1,4-dioxane; 1,2-dichloro-ethane; acetonitrile;

Reference yield:

: 1257075-52-7
2-(3-{2-cyano-1-[4-(7-{[2-(trimethylsilyl)ethoxy]methyl}-7H-pyrrolo[2,3-d]pyrimidin-4-yl)-1H-pyrazol-1-yl]ethyl}pyrrolidin-1-yl)-6-(methylthio)benzonitrile

: 1257068-12-4
2-(3-{2-cyano-1-[4-(7H-pyrrolo[2,3-d]pyrimidin-4-yl)-1H-pyrazol-1-yl]ethyl}pyrrolidin-1-yl)-6-(methylthio)benzonitrile

Guidance literature:: 2-(3-{2-cyano-1-[4-(7-{[2-(trimethylsilyl)ethoxy]methyl}-7H-pyrrolo[2,3-d]pyrimidin-4-yl)-1H-pyrazol-1-yl]ethyl}pyrrolidin-1-yl)-6-(methylthio)benzonitrile; With trifluoroacetic acid; In 1,2-dichloro-ethane; for 1h;

With ethylenediamine; In methanol; for 1h;

Reference yield:

: 941687-73-6
benzyl 3-{2-cyano-1-[4-(7-{[2-(trimethylsilyl)ethoxy]methyl}-7H-pyrrolo[2,3-d]pyrimidin-4-yl)-1H-pyrazol-1-yl]ethyl}pyrrolidine-1-carboxylate

: 1257068-12-4
2-(3-{2-cyano-1-[4-(7H-pyrrolo[2,3-d]pyrimidin-4-yl)-1H-pyrazol-1-yl]ethyl}pyrrolidin-1-yl)-6-(methylthio)benzonitrile

Guidance literature:: Multi-step reaction with 3 steps

1.1: hydrogen / palladium 10% on activated carbon / methanol / 24 h / 2585.81 Torr

2.1: N-ethyl-N,N-diisopropylamine; boron trifluoride; 1-butyl-3-methyl-3H-imidazol-1-ium fluoride / 5.2 h / 120 - 150 °C

3.1: trifluoroacetic acid / 1,2-dichloro-ethane / 1 h

3.2: 1 h

With 1-butyl-3-methyl-3H-imidazol-1-ium fluoride; boron trifluoride; hydrogen; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; palladium 10% on activated carbon; In methanol; 1,2-dichloro-ethane;