benzyl 3-{5-amino-4-cyano-3-[4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]-1H-pyrazol-1-yl}piperidine-1-carboxylate

Base Information

Chemical Name:benzyl 3-{5-amino-4-cyano-3-[4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]-1H-pyrazol-1-yl}piperidine-1-carboxylate
CAS No.:1609467-78-8
Molecular Formula:C₂₉H₃₄BN₅O₄
Molecular Weight:527.431
Hs Code.:

Synonyms:benzyl 3-{5-amino-4-cyano-3-[4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]-1H-pyrazol-1-yl}piperidine-1-carboxylate

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Chemical Property of benzyl 3-{5-amino-4-cyano-3-[4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]-1H-pyrazol-1-yl}piperidine-1-carboxylate

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Technology Process of benzyl 3-{5-amino-4-cyano-3-[4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]-1H-pyrazol-1-yl}piperidine-1-carboxylate

There total 5 articles about benzyl 3-{5-amino-4-cyano-3-[4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]-1H-pyrazol-1-yl}piperidine-1-carboxylate 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: 75.0%

: 1609467-77-7
benzyl 3-[5-amino-4-cyano-3-(4-iodophenyl)-1H-pyrazol-1-yl]piperidine-1-carboxylate

: 73183-34-3
bis(pinacol)diborane

: 1609467-78-8
benzyl 3-{5-amino-4-cyano-3-[4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]-1H-pyrazol-1-yl}piperidine-1-carboxylate

Guidance literature:: With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; potassium acetate; at 80 ℃; for 2h; Inert atmosphere;

Reference yield:

: 1609467-76-6
2-((4-iodophenyl)(methoxy)methylene)malononitrile

: 1609467-78-8
benzyl 3-{5-amino-4-cyano-3-[4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]-1H-pyrazol-1-yl}piperidine-1-carboxylate

Guidance literature:: Multi-step reaction with 2 steps

1: triethylamine; 2-(methoxy(3-iodo)methylene)-malononitrile / ethanol / 16 h / 20 - 80 °C

2: potassium acetate; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride / 2 h / 80 °C / Inert atmosphere

With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; 2-(methoxy(3-iodo)methylene)-malononitrile; potassium acetate; triethylamine; In ethanol;

Reference yield:

: 1711-02-0
4-iodobenzoic acid chloride

: 1609467-78-8
benzyl 3-{5-amino-4-cyano-3-[4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]-1H-pyrazol-1-yl}piperidine-1-carboxylate

Guidance literature:: Multi-step reaction with 4 steps

1.1: sodium hydride / tetrahydrofuran / 0.5 h / 0 °C

1.2: 16 h / 0 - 20 °C

2.1: sodium hydride / tetrahydrofuran / 0.5 h / 0 °C

2.2: 16 h / 0 - 80 °C

3.1: triethylamine; 2-(methoxy(3-iodo)methylene)-malononitrile / ethanol / 16 h / 20 - 80 °C

4.1: potassium acetate; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride / 2 h / 80 °C / Inert atmosphere

With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; 2-(methoxy(3-iodo)methylene)-malononitrile; potassium acetate; sodium hydride; triethylamine; In tetrahydrofuran; ethanol;