4-{5-[2-(2,6-dichloro-phenyl)-vinyl]-1H-pyrazol-3-yl}-piperidine-1-carboxylic acid tert-butyl ester

Base Information

• Chemical Name: 4-{5-[2-(2,6-dichloro-phenyl)-vinyl]-1H-pyrazol-3-yl}-piperidine-1-carboxylic acid tert-butyl ester
• CAS No.: 721428-84-8
• Molecular Formula: C₂₁H₂₅Cl₂N₃O₂
• Molecular Weight: 422.354

Synonyms:4-{5-[2-(2,6-dichloro-phenyl)-vinyl]-1H-pyrazol-3-yl}-piperidine-1-carboxylic acid tert-butyl ester

Chemical Property of 4-{5-[2-(2,6-dichloro-phenyl)-vinyl]-1H-pyrazol-3-yl}-piperidine-1-carboxylic acid tert-butyl ester

Chemical Property:

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Technology Process of 4-{5-[2-(2,6-dichloro-phenyl)-vinyl]-1H-pyrazol-3-yl}-piperidine-1-carboxylic acid tert-butyl ester

There total 4 articles about 4-{5-[2-(2,6-dichloro-phenyl)-vinyl]-1H-pyrazol-3-yl}-piperidine-1-carboxylic acid tert-butyl ester 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:

4-[(E)-5-(2,6-dichlorophenyl)-3-oxopent-4-enoyl]piperidine-1-carboxylic acid tert-butyl ester (736150-32-6) → 4-{5-[2-(2,6-dichloro-phenyl)-vinyl]-1H-pyrazol-3-yl}-piperidine-1-carboxylic acid tert-butyl ester (721428-84-8)

Guidance literature:

With hydrazine hydrate; In ethanol; for 12h; Heating;

DOI:10.1021/jm030394f

Reference yield:

4-(2,6-dichlorophenyl)-3-buten-2-one (55420-71-8) → 4-{5-[2-(2,6-dichloro-phenyl)-vinyl]-1H-pyrazol-3-yl}-piperidine-1-carboxylic acid tert-butyl ester (721428-84-8)

Guidance literature:

Multi-step reaction with 2 steps

1.1: lithium hexamethyldisilazide / tetrahydrofuran

1.2: 1,1'-carbonyldi-1H-imidazole / tetrahydrofuran

2.1: hydrazine hydrate; aq. NaOH / ethanol

With sodium hydroxide; hydrazine hydrate; lithium hexamethyldisilazane; In tetrahydrofuran; ethanol;

DOI:10.1016/j.bmcl.2005.06.103

Reference yield:

N-[(tert-butoxy)carbonyl]piperidine-4-carboxylic acid (84358-13-4,174286-31-8) → 4-{5-[2-(2,6-dichloro-phenyl)-vinyl]-1H-pyrazol-3-yl}-piperidine-1-carboxylic acid tert-butyl ester (721428-84-8)

Guidance literature:

Multi-step reaction with 2 steps

1.1: lithium diisopropylamide / tetrahydrofuran / 0.5 h / -78 °C

1.2: 48 percent / 1,1'-carbonylbis-1H-imidazole / tetrahydrofuran / 12 h / 20 °C

2.1: hydrazine hydrate / ethanol / 12 h / Heating

With hydrazine hydrate; lithium diisopropyl amide; In tetrahydrofuran; ethanol;

DOI:10.1021/jm030394f

upstream raw materials:

4-[(E)-5-(2,6-dichlorophenyl)-3-oxopent-4-enoyl]piperidine-1-carboxylic acid tert-butyl ester

4-(2,6-dichlorophenyl)-3-buten-2-one

2,6-dichlorobenzaldehyde

N-[(tert-butoxy)carbonyl]piperidine-4-carboxylic acid

Downstream raw materials:

4-{1-(3-chloro-phenyl)-5-[2-(2,6-dichloro-phenyl)-vinyl]-1H-pyrazol-3-yl}-piperidine-1-carboxylic acid tert-butyl ester

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