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545445-44-1

Basic Information
CAS No.: 545445-44-1
Name: 3-Morpholino-1-(4-(2-oxopiperidin-1-yl)phenyl)-5,6-dihydropyridin-2(1H)-one
Article Data: 21
Molecular Structure:
Molecular Structure of 545445-44-1 (3-Morpholino-1-(4-(2-oxopiperidin-1-yl)phenyl)-5,6-dihydropyridin-2(1H)-one)
Formula: C20H25N3O3
Molecular Weight: 355.437
Synonyms: 3-Morpholin-4-yl-1-[4-(2-oxopiperidin-1-yl)phenyl]-5,6-dihydro-1H-pyridin-2-one;
EINECS: 1308068-626-2
Density: 1.267 g/cm3
Boiling Point: 624.979 °C at 760 mmHg
Flash Point: 331.775 °C
PSA: 53.09000
LogP: 2.22420
Synthetic route
110-91-8

morpholine

1-(piperidin-2-one-1-yl)-4-(5,6-dihydro-3-chloropyridine-2(1H)-one-1-yl)benzene

545445-44-1

5,6‑dihydro‑3‑(4‑morpholinyl)‑1‑[4‑(2‑oxo‑1‑piperidinyl)phenyl]‑2(1H)‑pyridone

Conditions
ConditionsYield
Stage #1: 1-(piperidin-2-one-1-yl)-4-(5,6-dihydro-3-chloropyridine-2(1H)-one-1-yl)benzene With bromine; sodium hydroxide In dichloromethane; water at 25 - 35℃; for 4h;
Stage #2: morpholine With triethylamine In N,N-dimethyl-formamide at 95 - 100℃; for 5h; Reagent/catalyst; Solvent; Temperature;
95.2%
1575-61-7

5-Chlorovaleroyl chloride

1267610-26-3

1-(4-aminophenyl)-3-(morpholin-4-yl)-5,6-dihydropyridin-2(1H)-one

545445-44-1

5,6‑dihydro‑3‑(4‑morpholinyl)‑1‑[4‑(2‑oxo‑1‑piperidinyl)phenyl]‑2(1H)‑pyridone

Conditions
ConditionsYield
Stage #1: 5-Chlorovaleroyl chloride; 1-(4-aminophenyl)-3-(morpholin-4-yl)-5,6-dihydropyridin-2(1H)-one With tetrabutylammomium bromide; sodium hydroxide In dichloromethane; water at 0 - 5℃; for 1h;
Stage #2: With potassium hydroxide In dichloromethane; water at 20℃; Reagent/catalyst; Solvent; Temperature;
94.27%
Stage #1: 1-(4-aminophenyl)-3-(morpholin-4-yl)-5,6-dihydropyridin-2(1H)-one With tetraethylammonium hydroxide In 1,2-dichloro-ethane at 0℃; for 0.166667h;
Stage #2: 5-Chlorovaleroyl chloride In 1,2-dichloro-ethane at 0 - 85℃; for 5h; Solvent; Temperature; Reagent/catalyst;
89%
Stage #1: 1-(4-aminophenyl)-3-(morpholin-4-yl)-5,6-dihydropyridin-2(1H)-one With sodium hydroxide In acetonitrile at 0℃; for 0.166667h; Green chemistry;
Stage #2: 5-Chlorovaleroyl chloride In acetonitrile at 0 - 30℃; for 5h; Reagent/catalyst; Solvent; Temperature; Green chemistry;
87.5%
675-20-7

piperidin-2-one

1-(4-chlorophenyl)-3-morpholine-5,6-dihydropyridine-2(1H)-one

545445-44-1

5,6‑dihydro‑3‑(4‑morpholinyl)‑1‑[4‑(2‑oxo‑1‑piperidinyl)phenyl]‑2(1H)‑pyridone

Conditions
ConditionsYield
With bis-triphenylphosphine-palladium(II) chloride; sodium hydride In dimethyl sulfoxide at 20℃; for 2h; Solvent;93.1%
With copper(l) iodide; potassium tert-butylate In N,N-dimethyl-formamide at 150℃; for 16h; Reagent/catalyst; Solvent; Temperature; Inert atmosphere;76%
545445-40-7

3-morpholin-4-yl-5,6-dihydro-1H-pyridin-2-one

(2-oxopiperidine-1-yl)chlorobenzene

545445-44-1

5,6‑dihydro‑3‑(4‑morpholinyl)‑1‑[4‑(2‑oxo‑1‑piperidinyl)phenyl]‑2(1H)‑pyridone

Conditions
ConditionsYield
With palladium diacetate; caesium carbonate In dimethyl sulfoxide at 20℃; for 6h; Reagent/catalyst; Inert atmosphere;93%
385425-15-0

1-(2-oxopiperidin-1-yl)-4-iodobenzene

545445-40-7

3-morpholin-4-yl-5,6-dihydro-1H-pyridin-2-one

545445-44-1

5,6‑dihydro‑3‑(4‑morpholinyl)‑1‑[4‑(2‑oxo‑1‑piperidinyl)phenyl]‑2(1H)‑pyridone

Conditions
ConditionsYield
With copper(l) iodide; 1,10-Phenanthroline; potassium carbonate In dimethyl sulfoxide at 110℃; for 12h; Inert atmosphere;86%

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

Conditions
ConditionsYield
With sodium hydride In tetrahydrofuran at 10 - 25℃; Inert atmosphere;84.5%
With potassium tert-butylate In tetrahydrofuran at 5 - 50℃; for 8.5h; Inert atmosphere;3.02 g
473927-69-4

1-(4-iodo-phenyl)-3-morpholin-4-yl-5,6-dihydro-1H-pyridin-2-one

675-20-7

piperidin-2-one

545445-44-1

5,6‑dihydro‑3‑(4‑morpholinyl)‑1‑[4‑(2‑oxo‑1‑piperidinyl)phenyl]‑2(1H)‑pyridone

Conditions
ConditionsYield
With bromotris(triphenylphosphine)copper(I) In 5,5-dimethyl-1,3-cyclohexadiene Dean-Stark; Reflux;84%
With potassium phosphate; bromotris(triphenylphosphine)copper(I) In 5,5-dimethyl-1,3-cyclohexadiene Reflux; Dean-Stark;84%
Stage #1: 1-(4-iodo-phenyl)-3-morpholin-4-yl-5,6-dihydro-1H-pyridin-2-one; piperidin-2-one In o-xylene at 25 - 30℃; for 0.166667h;
Stage #2: With copper(l) iodide; potassium carbonate In o-xylene at 140 - 145℃; for 6h;
35 g
4509-90-4

5-bromovaleroyl chloride

1267610-26-3

1-(4-aminophenyl)-3-(morpholin-4-yl)-5,6-dihydropyridin-2(1H)-one

545445-44-1

5,6‑dihydro‑3‑(4‑morpholinyl)‑1‑[4‑(2‑oxo‑1‑piperidinyl)phenyl]‑2(1H)‑pyridone

Conditions
ConditionsYield
Stage #1: 5-bromovaleroyl chloride; 1-(4-aminophenyl)-3-(morpholin-4-yl)-5,6-dihydropyridin-2(1H)-one With N-ethyl-N,N-diisopropylamine In tetrahydrofuran at 0 - 40℃; for 1h;
Stage #2: With sodium hydride In ethyl acetate; tert-butyl alcohol at 10 - 40℃; for 3h; Solvent;
76%
473927-69-4

1-(4-iodo-phenyl)-3-morpholin-4-yl-5,6-dihydro-1H-pyridin-2-one

675-20-7

piperidin-2-one

Cu(PPh3)3Br

Cu(PPh3)3Br

545445-44-1

5,6‑dihydro‑3‑(4‑morpholinyl)‑1‑[4‑(2‑oxo‑1‑piperidinyl)phenyl]‑2(1H)‑pyridone

Conditions
ConditionsYield
With ammonium hydroxide; caesium carbonate In ethyl acetate; toluene
1267610-26-3

1-(4-aminophenyl)-3-(morpholin-4-yl)-5,6-dihydropyridin-2(1H)-one

545445-44-1

5,6‑dihydro‑3‑(4‑morpholinyl)‑1‑[4‑(2‑oxo‑1‑piperidinyl)phenyl]‑2(1H)‑pyridone

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: triethylamine / tetrahydrofuran / 2 h / 5 - 50 °C / Inert atmosphere
2: potassium tert-butylate / tetrahydrofuran / 8.5 h / 5 - 50 °C / Inert atmosphere
View Scheme
Multi-step reaction with 2 steps
1: N-ethyl-N,N-diisopropylamine / tetrahydrofuran / 10 - 25 °C / Inert atmosphere
2: sodium hydride / tetrahydrofuran / 10 - 25 °C / Inert atmosphere
View Scheme
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  • 5,6-Dihydro-3-(4-morpholinyl)-1-[4-(2-oxo-1-piperidinyl)phenyl]-2(1H)-pyridinone

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    545445-44-1

    5,6-Dihydro-3-(4-morpholinyl)-1-[4-(2-oxo-1-piperidinyl)phenyl]-2(1H)-pyridinone

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  • Lower Price 5,6-Dihydro-3-(4-Morpholinyl)-1-[4-(2-Oxo-1-Piperidinyl)phenyl]-2(1H)-Pyridinone

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    545445-44-1

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    Product name: 5,6-Dihydro-3-(4-Morpholinyl)-1-[4-(2-Oxo-1-Piperidinyl)phenyl]-2(1H)-Pyridinone CAS No.: 545445-44-1 Molecule Formula:C20H25N3O3 Molecule Weight:355.43 Purity: 99.0% Package: 25kg/drum Description:White powder Manufactu

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  • 3-Morpholino-1-(4-(2-oxopiperidin-1-yl)phenyl)-5,6-dihydropyridin-2(1H)-one

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Specification

The 5,6-Dihydro-3-(4-morpholinyl)-1-[4-(2-oxo-1-piperidinyl)phenyl]-2(1H)-pyridinone, with the CAS registry number 545445-44-1, is also known as 3-Morpholin-4-yl-1-[4-(2-oxopiperidin-1-yl)phenyl]-5,6-dihydro-1H-pyridin-2-one. This chemical's molecular formula is C20H25N3O3 and molecular weight is 355.00. What's more, its systematic name is called 3-(4-Morpholinyl)-1-[4-(2-oxo-1-piperidinyl)phenyl]-5,6-dihydro-2(1H)-pyridinone.

Physical properties about 5,6-Dihydro-3-(4-morpholinyl)-1-[4-(2-oxo-1-piperidinyl)phenyl]-2(1H)-pyridinone are: (1)ACD/LogP: 1.668; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 1.67; (4)ACD/LogD (pH 7.4): 1.67; (5)ACD/BCF (pH 5.5): 10.89; (6)ACD/BCF (pH 7.4): 10.91; (7)ACD/KOC (pH 5.5): 192.12; (8)ACD/KOC (pH 7.4): 192.56; (9)#H bond acceptors: 6; (10)#H bond donors: 0; (11)#Freely Rotating Bonds: 3; (12)Polar Surface Area: 53.09 Å2; (13)Index of Refraction: 1.611; (14)Molar Refractivity: 97.409 cm3; (15)Molar Volume: 280.46 cm3; (16)Polarizability: 38.616×10-24cm3; (17)Surface Tension: 56.20 dyne/cm; (18)Density: 1.267 g/cm3; (19)Flash Point: 331.775 °C; (20)Enthalpy of Vaporization: 92.538 kJ/mol; (21)Boiling Point: 624.979 °C at 760 mmHg; (22)Vapour Pressure: 0 mmHg at 25 °C.

You can still convert the following datas into molecular structure:
(1) SMILES: O=C1CCCCN1c2ccc(cc2)N3CC\C=C(/C3=O)N4CCOCC4
(2) InChI: InChI=1S/C20H25N3O3/c24-19-5-1-2-10-22(19)16-6-8-17(9-7-16)23-11-3-4-18(20(23)25)21-12-14-26-15-13-21/h4,6-9H,1-3,5,10-15H2
(3) InChIKey: SCVWQFDPLBFZAP-UHFFFAOYSA-N