5-(5-{2-[1-(2,2-dimethyl-propionyl)-4-(3-fluoro-phenyl)-piperidin-4-yl]-ethyl}-hexahydro-pyrrolo[3,4-c]pyrrole-2-carbonyl)-4,6-dimethyl-pyridine-2-carbonitrile

Base Information

Chemical Name:5-(5-{2-[1-(2,2-dimethyl-propionyl)-4-(3-fluoro-phenyl)-piperidin-4-yl]-ethyl}-hexahydro-pyrrolo[3,4-c]pyrrole-2-carbonyl)-4,6-dimethyl-pyridine-2-carbonitrile
CAS No.:1014701-38-2
Molecular Formula:C₃₃H₄₂FN₅O₂
Molecular Weight:559.727
Hs Code.:

5-(5-{2-[1-(2,2-dimethyl-propionyl)-4-(3-fluoro-phenyl)-piperidin-4-yl]-ethyl}-hexahydro-pyrrolo[3,4-c]pyrrole-2-carbonyl)-4,6-dimethyl-pyridine-2-carbonitrile

Synonyms:5-(5-{2-[1-(2,2-dimethyl-propionyl)-4-(3-fluoro-phenyl)-piperidin-4-yl]-ethyl}-hexahydro-pyrrolo[3,4-c]pyrrole-2-carbonyl)-4,6-dimethyl-pyridine-2-carbonitrile

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Chemical Property of 5-(5-{2-[1-(2,2-dimethyl-propionyl)-4-(3-fluoro-phenyl)-piperidin-4-yl]-ethyl}-hexahydro-pyrrolo[3,4-c]pyrrole-2-carbonyl)-4,6-dimethyl-pyridine-2-carbonitrile

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Technology Process of 5-(5-{2-[1-(2,2-dimethyl-propionyl)-4-(3-fluoro-phenyl)-piperidin-4-yl]-ethyl}-hexahydro-pyrrolo[3,4-c]pyrrole-2-carbonyl)-4,6-dimethyl-pyridine-2-carbonitrile

There total 8 articles about 5-(5-{2-[1-(2,2-dimethyl-propionyl)-4-(3-fluoro-phenyl)-piperidin-4-yl]-ethyl}-hexahydro-pyrrolo[3,4-c]pyrrole-2-carbonyl)-4,6-dimethyl-pyridine-2-carbonitrile 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: 28.0%

: 1014702-71-6
C₂₈H₃₄FN₅O

: 3282-30-2
pivaloyl chloride

: 1014701-38-2
5-(5-{2-[1-(2,2-dimethyl-propionyl)-4-(3-fluoro-phenyl)-piperidin-4-yl]-ethyl}-hexahydro-pyrrolo[3,4-c]pyrrole-2-carbonyl)-4,6-dimethyl-pyridine-2-carbonitrile

Guidance literature:: With pyridine; In dichloromethane; at 20 ℃;

Reference yield:

: 878130-44-0
4-(3-fluoro-phenyl)-4-(2-oxo-ethyl)-piperidine-1-carboxylic acid tert-butyl ester

: 1014701-38-2
5-(5-{2-[1-(2,2-dimethyl-propionyl)-4-(3-fluoro-phenyl)-piperidin-4-yl]-ethyl}-hexahydro-pyrrolo[3,4-c]pyrrole-2-carbonyl)-4,6-dimethyl-pyridine-2-carbonitrile

Guidance literature:: Multi-step reaction with 5 steps

1: sodium tris(acetoxy)borohydride / dichloromethane / 2 h / 20 °C

2: hydrogen / palladium 10% on activated carbon; palladium(II) hydroxide/carbon / ethanol / 21 h / 20 °C / 760.05 Torr

3: O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; N-ethyl-N,N-diisopropylamine / dichloromethane; N,N-dimethyl-formamide / 20 °C

4: hydrogenchloride / 1,4-dioxane; dichloromethane / 3 h / 20 °C

5: pyridine / dichloromethane / 20 °C

With pyridine; hydrogenchloride; hydrogen; sodium tris(acetoxy)borohydride; O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; N-ethyl-N,N-diisopropylamine; palladium(II) hydroxide/carbon; palladium 10% on activated carbon; In 1,4-dioxane; ethanol; dichloromethane; N,N-dimethyl-formamide;

Reference yield:

: 193537-11-0
tert-butyl 4-(1-cyano-2-ethoxy-2-oxoethylidene)-4-piperidine-1-carboxylate

: 1014701-38-2
5-(5-{2-[1-(2,2-dimethyl-propionyl)-4-(3-fluoro-phenyl)-piperidin-4-yl]-ethyl}-hexahydro-pyrrolo[3,4-c]pyrrole-2-carbonyl)-4,6-dimethyl-pyridine-2-carbonitrile

Guidance literature:: Multi-step reaction with 9 steps

1.1: copper(l) iodide / tetrahydrofuran / 3 h / 0 °C

2.1: sodium hydroxide / ethanol; water / 15 h / 20 °C

2.2: 0 °C / pH 3

3.1: copper(I) oxide / acetonitrile / 1 - 1.25 h / Heating / reflux

4.1: diisobutylaluminium hydride / dichloromethane / 4 h / -78 - -60 °C

5.1: sodium tris(acetoxy)borohydride / dichloromethane / 2 h / 20 °C

6.1: hydrogen / palladium 10% on activated carbon; palladium(II) hydroxide/carbon / ethanol / 21 h / 20 °C / 760.05 Torr

7.1: O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; N-ethyl-N,N-diisopropylamine / dichloromethane; N,N-dimethyl-formamide / 20 °C

8.1: hydrogenchloride / 1,4-dioxane; dichloromethane / 3 h / 20 °C

9.1: pyridine / dichloromethane / 20 °C

With pyridine; copper(I) oxide; hydrogenchloride; sodium hydroxide; hydrogen; sodium tris(acetoxy)borohydride; diisobutylaluminium hydride; O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; N-ethyl-N,N-diisopropylamine; copper(l) iodide; palladium(II) hydroxide/carbon; palladium 10% on activated carbon; In tetrahydrofuran; 1,4-dioxane; ethanol; dichloromethane; water; N,N-dimethyl-formamide; acetonitrile;