4-{3-(cyanomethyl)-3-[4-(5-fluoro-1H-pyrrolo[2,3-b]pyridin-4-yl)-1H-pyrazol-1-yl]azetidin-1-yl}-N-[4-fluoro-2-(trifluoromethyl)phenyl]piperidine-1-carboxamide

Base Information

Chemical Name:4-{3-(cyanomethyl)-3-[4-(5-fluoro-1H-pyrrolo[2,3-b]pyridin-4-yl)-1H-pyrazol-1-yl]azetidin-1-yl}-N-[4-fluoro-2-(trifluoromethyl)phenyl]piperidine-1-carboxamide
CAS No.:1334302-34-9
Molecular Formula:C₂₈H₂₅F₅N₈O
Molecular Weight:584.552
Hs Code.:

4-{3-(cyanomethyl)-3-[4-(5-fluoro-1H-pyrrolo[2,3-b]pyridin-4-yl)-1H-pyrazol-1-yl]azetidin-1-yl}-N-[4-fluoro-2-(trifluoromethyl)phenyl]piperidine-1-carboxamide

Synonyms:4-{3-(cyanomethyl)-3-[4-(5-fluoro-1H-pyrrolo[2,3-b]pyridin-4-yl)-1H-pyrazol-1-yl]azetidin-1-yl}-N-[4-fluoro-2-(trifluoromethyl)phenyl]piperidine-1-carboxamide

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Chemical Property of 4-{3-(cyanomethyl)-3-[4-(5-fluoro-1H-pyrrolo[2,3-b]pyridin-4-yl)-1H-pyrazol-1-yl]azetidin-1-yl}-N-[4-fluoro-2-(trifluoromethyl)phenyl]piperidine-1-carboxamide

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Technology Process of 4-{3-(cyanomethyl)-3-[4-(5-fluoro-1H-pyrrolo[2,3-b]pyridin-4-yl)-1H-pyrazol-1-yl]azetidin-1-yl}-N-[4-fluoro-2-(trifluoromethyl)phenyl]piperidine-1-carboxamide

There total 9 articles about 4-{3-(cyanomethyl)-3-[4-(5-fluoro-1H-pyrrolo[2,3-b]pyridin-4-yl)-1H-pyrazol-1-yl]azetidin-1-yl}-N-[4-fluoro-2-(trifluoromethyl)phenyl]piperidine-1-carboxamide 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:

: 1334303-82-0
C₃₄H₃₉F₅N₈O₂Si

: 1334302-34-9
4-{3-(cyanomethyl)-3-[4-(5-fluoro-1H-pyrrolo[2,3-b]pyridin-4-yl)-1H-pyrazol-1-yl]azetidin-1-yl}-N-[4-fluoro-2-(trifluoromethyl)phenyl]piperidine-1-carboxamide

Guidance literature:: C₃₄H₃₉F₅N₈O₂Si; With trifluoroacetic acid; In dichloromethane; at 20 ℃; for 1h;

With ethylenediamine; In methanol; at 20 ℃; for 1h;

Reference yield:

: 1015610-23-7
5-fluoro-4-iodo-1H-pyrrolo[2,3-b]pyridine

: 1334302-34-9
4-{3-(cyanomethyl)-3-[4-(5-fluoro-1H-pyrrolo[2,3-b]pyridin-4-yl)-1H-pyrazol-1-yl]azetidin-1-yl}-N-[4-fluoro-2-(trifluoromethyl)phenyl]piperidine-1-carboxamide

Guidance literature:: Multi-step reaction with 8 steps

1.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 1 h / 0 °C

1.2: 1 h / 0 °C

2.1: sodium carbonate / tetrakis(triphenylphosphine) palladium⁽⁰⁾ / 1,4-dioxane; water / 1 h / 110 °C / Inert atmosphere

2.2: 2 h / 20 °C

2.3: pH 9 - 10

3.1: 1,8-diazabicyclo[5.4.0]undec-7-ene / acetonitrile / 20 °C

4.1: hydrogenchloride / 1,4-dioxane; tetrahydrofuran / 2 h / 20 °C

5.1: N-ethyl-N,N-diisopropylamine; sodium tris(acetoxy)borohydride / tetrahydrofuran / 2 h / 20 °C

6.1: hydrogenchloride / 1,4-dioxane; tetrahydrofuran / 2 h / 10 - 20 °C

7.1: triethylamine / tetrahydrofuran / 1 h / 20 °C

8.1: trifluoroacetic acid / dichloromethane / 1 h / 20 °C

8.2: 1 h / 20 °C

With hydrogenchloride; sodium tris(acetoxy)borohydride; sodium hydride; sodium carbonate; 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; 1,4-dioxane; dichloromethane; water; N,N-dimethyl-formamide; acetonitrile; mineral oil;

Reference yield:

: 1334303-76-2
5-fluoro-4-iodo-1-{[2-(trimethylsilyl)ethoxy]methyl}-1H-pyrrolo[2,3-b]pyridine

: 1334302-34-9
4-{3-(cyanomethyl)-3-[4-(5-fluoro-1H-pyrrolo[2,3-b]pyridin-4-yl)-1H-pyrazol-1-yl]azetidin-1-yl}-N-[4-fluoro-2-(trifluoromethyl)phenyl]piperidine-1-carboxamide

Guidance literature:: Multi-step reaction with 7 steps

1.1: sodium carbonate / tetrakis(triphenylphosphine) palladium⁽⁰⁾ / 1,4-dioxane; water / 1 h / 110 °C / Inert atmosphere

1.2: 2 h / 20 °C

1.3: pH 9 - 10

2.1: 1,8-diazabicyclo[5.4.0]undec-7-ene / acetonitrile / 20 °C

3.1: hydrogenchloride / 1,4-dioxane; tetrahydrofuran / 2 h / 20 °C

4.1: N-ethyl-N,N-diisopropylamine; sodium tris(acetoxy)borohydride / tetrahydrofuran / 2 h / 20 °C

5.1: hydrogenchloride / 1,4-dioxane; tetrahydrofuran / 2 h / 10 - 20 °C

6.1: triethylamine / tetrahydrofuran / 1 h / 20 °C

7.1: trifluoroacetic acid / dichloromethane / 1 h / 20 °C

7.2: 1 h / 20 °C

With hydrogenchloride; sodium tris(acetoxy)borohydride; sodium carbonate; 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; 1,4-dioxane; dichloromethane; water; acetonitrile;