2-Piperidinone, 3,3-dichloro-1-(4-nitrophenyl)-

Base Information

• Chemical Name: 2-Piperidinone, 3,3-dichloro-1-(4-nitrophenyl)-
• CAS No.: 881386-01-2
• Molecular Formula: C11H10Cl2N2O3
• Molecular Weight: 289.118
• Mol file: 881386-01-2.mol

Synonyms:3,3-dichloro-1-(4-nitrophenyl)-2-piperidinone;QC-8280;2-Piperidinone,3,3-dichloro-1-(4-nitrophenyl);

Chemical Property of 2-Piperidinone, 3,3-dichloro-1-(4-nitrophenyl)-

Chemical Property:

• Boiling Point: 520.2±50.0 °C(Predicted)
• PKA: -7.38±0.40(Predicted)
• PSA: 66.13000
• Density: 1.50
• LogP: 3.48370
• Storage Temp.: 2-8°C

Purity/Quality:

99.9% ^*data from raw suppliers

3,3-Dichloro-1-(4-nitrophenyl)piperidin-2-one 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Description: 3, 3-dichloro-1 -(4-nitrophenyl) -2-piperidinone is an important pharmaceutical intermediate, as it can be used to prepare apixaban derivatives. Apixaban is a small molecular selective FXa inhibitor of pyrazole derivatives. Similar to Rivaroxaban, apixaban has two binding sites to Factor Xa, where 4-methoxyphenyl in the apixaban structure partially binds the S1 pocket of Factor Xa and aryllactam partially binds the S4 pocket of Factor Xa.

Technology Process of 2-Piperidinone, 3,3-dichloro-1-(4-nitrophenyl)-

There total 8 articles about 2-Piperidinone, 3,3-dichloro-1-(4-nitrophenyl)- 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: 94.9%

1-(4-nitrophenyl)piperidine-2-one (38560-30-4) → 3,3-dichloro-1-(4-nitrophenyl)piperidine-2-one (881386-01-2)

Guidance literature:

With phosphorus pentachloride; In chlorobenzene; at 55 ℃; for 5h;

Reference yield:

5-Chlorovaleroyl chloride (1575-61-7) → 3,3-dichloro-1-(4-nitrophenyl)piperidine-2-one (881386-01-2)

Guidance literature:

Multi-step reaction with 2 steps

1: triethylamine / dichloromethane / 0 - 20 °C / Inert atmosphere

2: phosphorus pentachloride / dichloromethane / Reflux

With phosphorus pentachloride; triethylamine; In dichloromethane;

Reference yield:

4-nitro-aniline (100-01-6,104810-17-5) → 3,3-dichloro-1-(4-nitrophenyl)piperidine-2-one (881386-01-2)

Guidance literature:

Multi-step reaction with 2 steps

1: triethylamine / dichloromethane / 0 - 20 °C / Inert atmosphere

2: phosphorus pentachloride / dichloromethane / Reflux

With phosphorus pentachloride; triethylamine; In dichloromethane;

upstream raw materials:

1-(4-nitrophenyl)piperidine-2-one

5-Chlorovaleroyl chloride

4-nitro-aniline

5-chloro-N-(4-nitrophenyl)pentanamide

Downstream raw materials:

1-(4-methoxy-phenyl)-7-oxo-6-[4-(2-oxo-piperidin-1-yl)-phenyl]-4,5,6,7-tetrahydro-1H-pyrazolo[3,4-c]pyridine-3-carboxylic acid ethyl ester