38560-30-4

Basic information

• Product Name: 1-(4-Nitrophenyl)-2-piperidinone
• Synonyms: 1-(4-Nitrophenyl)-2-piperidinone;1-(4-Nitrophenyl)-2-piperidone
• CAS NO: 38560-30-4
• Molecular Formula: C₁₁H₁₂N₂O₃
• Molecular Weight: 220.22458
• Mol File: 38560-30-4.mol
• Article Data: 20

Chemical Properties

• Melting Point: 97.0 to 101.0 °C
• Boiling Point: 480.921 °C at 760 mmHg
• Flash Point: 244.652 °C
• Appearance: /
• Density: 1.295
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility: Chloroform (Slightly),Ethyl Acetate (Slightly)
• PKA: -3.84±0.20(Predicted)
• CAS DataBase Reference: 1-(4-Nitrophenyl)-2-piperidinone(CAS DataBase Reference)
• NIST Chemistry Reference: 1-(4-Nitrophenyl)-2-piperidinone(38560-30-4)
• EPA Substance Registry System: 1-(4-Nitrophenyl)-2-piperidinone(38560-30-4)

Safety Data

• Hazardous Substances Data: 38560-30-4(Hazardous Substances Data)

Usage

Uses

1-(4-Nitrophenyl)-2-piperidinone is used in the synthesis of inhibitors of blood coagulation factor Xa.

Upstream product

• 91131-23-6 5-chloro-pentanoic acid phenylamide 
• 62-53-3 aniline 
• 4789-09-7 1-phenylpiperidin-2-one 
• 675-20-7 piperidin-2-one 
• 5134-88-3 sodium p-nitrobenzenesulphonic acid 
• 1575-61-7 5-Chlorovaleroyl chloride 
• 100-01-6 4-nitro-aniline 
• 99-99-0 1-methyl-4-nitrobenzene 
• 4509-90-4 5-bromovaleroyl chloride 
• 1039914-85-6 5-chloro-N-(4-nitrophenyl)pentanamide 
• 350-46-9 4-Fluoronitrobenzene 

Downstream Products

• 503615-03-0 3-(morpholin-4-yl)-1-(4-nitrophenyl)-5,6-dihydropyridin-2(1H)-one 
• 1267610-26-3 1-(4-aminophenyl)-3-(morpholin-4-yl)-5,6-dihydropyridin-2(1H)-one 
• 1643330-62-4 5-chloropentanoic acid [4-(5-morpholin-4-yl-6-oxo-3,6-dihydro-2H-pyridin-1-yl)phenyl]amide 
• 545445-44-1 5,6?dihydro?3?(4?morpholinyl)?1?[4?(2?oxo?1?piperidinyl)phenyl]?2(1H)?pyridone 
• 503614-91-3 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 
• 536759-91-8 4,5,6,7-tetrahydro-1-(4-methoxyphenyl)-6-(4-nitrophenyl)-7-oxo- 1H-pyrazolo[3,4-c]pyridine-3-carboxylic acid ethyl ester 
• 1423803-24-0 6-(4-aminophenyl)-1-(4-methoxyphenyl)-(4-methoxyphenyl)-7-carbonyl-1H-pyrazolo[3,4-c]-4,5,6,7-tetrahydropyridine-3-amide 
• 1437577-94-0 6-(4-(5-bromopentanamido)phenyl)-1-(4-methoxyphenyl)-7-oxo-4,5,6,7-tetrahydro-1H-pyrazolo[3,4-c]pyridine-3-carboxamide 
• 1449510-64-8 6-(4-(5-chloropentanamido)phenyl)-1-(4-methoxyphenyl)-7-oxo-4,5,6,7-tetrahydro-1H-pyrazolo[3,4-c]pyridine-3-carboxamide 
• 438056-68-9 1-(4-aminophenyl)piperidine-2-one 

Relevant articles and documents

Preparation method of apixaban intermediate suitable for industrial production

The invention discloses a synthesis method of an apixaban intermediate suitable for industrial production. The method comprises the following steps: carrying out phase-transfer catalytic amidation reaction on paranitroaniline and 5-chlorovaleryl chloride in an organic phase and water phase two-phase system under an inorganic weakly alkaline condition to obtain an APM01 solution, and adding a sodium hydroxide water solution, and cyclizing in a pot to obtain an APM02 solution; directly carrying out alpha-reactive hydrogen dichlorination on an APM02 organic solution and phosphorus pentachloride after simple acid pickling, liquid separation and drying to obtain an APM03 solution; carrying out condensation-elimination reaction on the APM03 solution and excessive morpholine after simple acid pickling and liquid separation, and carrying out simple crystallization and purification treatment to separate out an APM04 solid, and reducing the APM04 into APM05 by sodium sulfide; and carrying out amidation-cyclization two-step one-pot reaction on the APM05 and 5-chlorovaleryl chloride to prepare a key intermediate APM07. According to the method, the synthesis efficiency of the apixaban intermediate is improved, the reaction is mild, and dangerous NaH and other expensive reagents are not used, so that the production cost is saved, the operation is simple, and the method is suitable for industrial popularization.

Synthesizing method of intermediate of Apixaban

The invention belongs to the technical field of synthesizing of medicine intermediates, and particularly relates to a synthesizing method of an intermediate of Apixaban. The method includes the step of making 4-R-aniline and 5-chlorovaleryl chloride make contact for reaction in an inert solvent in the presence of amine quarter alkali to obtain the intermediate, namely 1-(4-R-aniline)piperidine-2-ketone, of Apixaban, wherein the reaction formula is shown as the formula I (the formula I is seen in the description). By means of the synthesizing method, the reaction efficiency and conversion rateof the intermediate of Apixaban are improved, there is no need to add tertiary amine organic base or use expensive NaH cyclization reagents, and production cost is saved.

PROCESS FOR THE PREPARATION OF APIXABAN AND INTERMEDIATES THEREOF

The present invention refers to novel process for the preparation of Apixaban. Further, the invention also related to a process for the preparation of intermediate of Apixaban from very basic and cheap row material i.e. Aniline which is widely commercially available. The present invention provides process for preparation of Apixaban using a different sequence of synthetic steps and does not involve use of Ullmann reaction.