4-{N'-[2-(4-fluoro-phenyl)-acetyl]-N'-methyl-hydrazino}-piperidine-1-carboxylic acid tert-butyl ester

Base Information

• Chemical Name: 4-{N'-[2-(4-fluoro-phenyl)-acetyl]-N'-methyl-hydrazino}-piperidine-1-carboxylic acid tert-butyl ester
• CAS No.: 607721-48-2
• Molecular Formula: C₁₉H₂₈FN₃O₃
• Molecular Weight: 365.448

Synonyms:4-{N'-[2-(4-fluoro-phenyl)-acetyl]-N'-methyl-hydrazino}-piperidine-1-carboxylic acid tert-butyl ester

Chemical Property of 4-{N'-[2-(4-fluoro-phenyl)-acetyl]-N'-methyl-hydrazino}-piperidine-1-carboxylic acid tert-butyl ester

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Technology Process of 4-{N'-[2-(4-fluoro-phenyl)-acetyl]-N'-methyl-hydrazino}-piperidine-1-carboxylic acid tert-butyl ester

There total 2 articles about 4-{N'-[2-(4-fluoro-phenyl)-acetyl]-N'-methyl-hydrazino}-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: 93.0%

N-tert-butyloxycarbonylpiperidin-4-one (79099-07-3) + (4-fluorophenyl)-acetic acid N-methyl-hydrazide (607721-47-1) → 4-{N'-[2-(4-fluoro-phenyl)-acetyl]-N'-methyl-hydrazino}-piperidine-1-carboxylic acid tert-butyl ester (607721-48-2)

Guidance literature:

N-tert-butyloxycarbonylpiperidin-4-one; (4-fluorophenyl)-acetic acid N-methyl-hydrazide; In ethanol; for 0.25h; Heating;

With sodium cyanoborohydride; In methanol; pH=4;

DOI:10.1016/j.tetlet.2006.03.063

Reference yield:

4-Fluorophenylacetyl chloride (459-04-1) → 4-{N'-[2-(4-fluoro-phenyl)-acetyl]-N'-methyl-hydrazino}-piperidine-1-carboxylic acid tert-butyl ester (607721-48-2)

Guidance literature:

Multi-step reaction with 2 steps

1.1: 61 percent / CH₂Cl₂ / -78 - 20 °C

2.1: ethanol / 0.25 h / Heating

2.2: 93 percent / NaBH₃CN / methanol / pH 4

In ethanol; dichloromethane;

DOI:10.1016/j.tetlet.2006.03.063

Reference yield: 20.0%

4-{N'-[2-(4-fluoro-phenyl)-acetyl]-N'-methyl-hydrazino}-piperidine-1-carboxylic acid tert-butyl ester (607721-48-2) + 2-(methylsulfanyl)pyrimidine-4-carbonyl chloride (503177-82-0) → 4-{N'-[2-(4-fluoro-phenyl)-acetyl]-N'-methyl-N-(2-methylsulfanyl-pyrimidine-4-carbonyl)-hydrazino}-piperidine-1-carboxylic acid tert-butyl ester (607721-49-3)

Guidance literature:

With pyridine;

DOI:10.1016/j.tetlet.2006.03.063

upstream raw materials:

N-tert-butyloxycarbonylpiperidin-4-one

(4-fluorophenyl)-acetic acid N-methyl-hydrazide

4-Fluorophenylacetyl chloride

Downstream raw materials:

4-{N'-[2-(4-fluoro-phenyl)-acetyl]-N'-methyl-N-(2-methylsulfanyl-pyrimidine-4-carbonyl)-hydrazino}-piperidine-1-carboxylic acid tert-butyl ester

4-[4-(4-fluorophenyl)-2-methyl-5-(2-methylsulfanyl-pyrimidin-4-yl)-3-oxo-2,3-dihydro-pyrazol-1-yl]-piperidine-1-carboxylic acid tert-butyl ester

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