1-(4-Nitrophenyl)-2-piperidinone

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CAS:38560-30-4
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1-(4-Nitrophenyl)-2-piperidinone Basic information
Product Name:1-(4-Nitrophenyl)-2-piperidinone
Synonyms:1-(4-Nitrophenyl)-2-piperidinone;1-(4-Nitrophenyl)-2-piperidone;1-(4-Nitrophenyl)-2-piperidone >;2-Piperidinone, 1-(4-nitrophenyl)-;Apixaban Impurity 64;1-(4-Nitrophenyl)piperidin-2-one?(ApixabanImpurity);1H-Pyrazole,3,5-bis(4-chlorophenyl)-4,11-dihydro-;RSYY(Cyclobenzaprine hydrochloride)-4
CAS:38560-30-4
MF:C11H12N2O3
MW:220.22
EINECS:
Product Categories:
Mol File:38560-30-4.mol
1-(4-Nitrophenyl)-2-piperidinone Structure
1-(4-Nitrophenyl)-2-piperidinone Chemical Properties
Melting point 97.0 to 101.0 °C
Boiling point 480.9±28.0 °C(Predicted)
density 1.295
storage temp. Sealed in dry,Room Temperature
solubility Chloroform (Slightly),Ethyl Acetate (Slightly)
pka-3.84±0.20(Predicted)
form Solid
color Off-White to Yellow
InChIInChI=1S/C11H12N2O3/c14-11-3-1-2-8-12(11)9-4-6-10(7-5-9)13(15)16/h4-7H,1-3,8H2
InChIKeyVPCQXIGQMFWXII-UHFFFAOYSA-N
SMILESN1(C2=CC=C([N+]([O-])=O)C=C2)CCCCC1=O
Safety Information
HS Code 2933.79.1500
MSDS Information
1-(4-Nitrophenyl)-2-piperidinone Usage And Synthesis
Uses1-(4-Nitrophenyl)-2-piperidinone is used in the synthesis of inhibitors of blood coagulation factor Xa.
Synthesis
5-chloro-N-(4-nitrophenyl)pentanamide

1039914-85-6

1-(4-Nitrophenyl)-2-piperidinone

38560-30-4

5-Chloro-N-(4-nitrophenyl)pentanamide (72.3 g, 0.28 mol) was used as a raw material, which was mixed with K2CO3 and DMSO (360 mL) and the reaction was stirred at 80 °C for 6 hours. Upon completion of the reaction, the mixture was cooled to room temperature and subsequently poured into ice water (200 mL). The resulting precipitate was collected by filtration, washed with water and dried under reduced pressure to afford the target product 1-(4-nitrophenyl)-2-piperidone as a yellow powder (55.7 g, 89.6% yield). The melting point of the product was 96.4-98.3 °C; mass spectrum (ESI) m/z (%): 221.08 [M + H]+.

References[1] Bioorganic and Medicinal Chemistry, 2016, vol. 24, # 21, p. 5646 - 5661
[2] Patent: CN104650072, 2016, B. Location in patent: Paragraph 0122; 0125; 0129; 0130
[3] Patent: US2017/15663, 2017, A1. Location in patent: Paragraph 0141
[4] Synthetic Communications, 2013, vol. 43, # 1, p. 72 - 79
[5] Bioorganic and Medicinal Chemistry, 2017, vol. 25, # 10, p. 2800 - 2810
Tag:1-(4-Nitrophenyl)-2-piperidinone(38560-30-4) Related Product Information
Apixaban (4,4'‐didodecyl‐2,2'‐ bithiophene‐5,5'‐ diyl)bis(triMethylstann ane) 5-chloro-N-(4-(5-morpholino-6-oxo-3,6-dihydropyridin-1(2H)-yl)phenyl)pentanamide Apixaban IMpurity 6 Apixaban IMpurity( 1-(4-chlorophenyl)-7-oxo-6-(4-(2-oxopiperidin-1-yl)phenyl)-4,5,6,7-tetrahydro-1H-pyrazolo[3,4-c]pyridine-3-carboxaMide 1-(4-Methoxyphenyl)-6-(4-iodophenyl)-7-oxo-4,5,6,7-tetrahydro-1H-pyrazolo[3,4-c]pyridine-3-carboxylic acid ethyl ester Apixaban IMpurity 3 Apixaban Impurity 12 1-(4-Methoxyphenyl)-6-(4-(2-Methyl-6-oxopiperidin-1-yl)phenyl)-7-oxo-4,5,6,7-tetrahydro-1H-pyrazolo[3,4-c]pyridine-3-carboxaMide Apixaban-13C-D3 1-(4-methoxyphenyl)-7-oxo-6-(4-(2-oxopiperidin-1-yl)phenyl)-4,5,6,7-tetrahydro-1H-pyrazolo[3,4-c]pyridine-3-carboxylic acid Acetic acid, 2-chloro-2-[2-(4-methoxyphenyl)hydrazinylidene], ethyl ester 3-Morpholino-1-(4-(2-oxopiperidin-1-yl)phenyl)-5,6-dihydropyridin-2(1H)-one 3-Morpholino-1-(4-nitrophenyl)-5,6-dihydropyridin-2(1H)-one 1-(4-AMinophenyl)-5,6-dihydro-3-(4-Morpholinyl)-2(1h)-pyridinone 1-(4-Methoxyphenyl)-7-oxo-6-[4-(2-oxopiperidin-1-yl)phenyl]-4,5,6,7-tetrahydro-1H-pyrazolo[3,4-c]pyridine-3-carboxylic acid ethyl ester 4,5,6,7-Tetrahydro-1-(4-methoxyphenyl)-6-[4-(5-methyl-2-oxo-1-piperidinyl)phenyl]-7-oxo-1H-pyrazolo[3,4-c]pyridine-3-carboxamide

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