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Chemistry
Heterocyclic Building Blocks
Pyridines
piperazine-pyridine
1-(Pyridin-2-yl)piperazin-2-one
Chemistry
Heterocyclic Building Blocks
Organic Building Blocks
Pyridines
Piperazines Amides
piperazine-pyridine

[ CAS No. 345310-98-7 ] {[proInfo.proName]}

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Cat. No.: {[proInfo.prAm]}
Chemical Structure| 345310-98-7
Chemical Structure| 345310-98-7
Structure of 345310-98-7 * Storage: {[proInfo.prStorage]}

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Product Details of [ 345310-98-7 ]

CAS No. :345310-98-7 MDL No. :MFCD07373443
Formula : C9H11N3O Boiling Point : -
Linear Structure Formula :- InChI Key :YAXQKAGUVNHYNL-UHFFFAOYSA-N
M.W : 177.20 Pubchem ID :21865017
Synonyms :

Safety of [ 345310-98-7 ]

Signal Word:Warning Class:N/A
Precautionary Statements:P261-P280-P305+P351+P338 UN#:N/A
Hazard Statements:H302-H315-H319-H332-H335 Packing Group:N/A
GHS Pictogram:

Application In Synthesis of [ 345310-98-7 ]

* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.

  • Downstream synthetic route of [ 345310-98-7 ]

[ 345310-98-7 ] Synthesis Path-Downstream   1~7

  • 1
  • [ 374795-58-1 ]
  • [ 345310-98-7 ]
YieldReaction ConditionsOperation in experiment
46% With ammonium formate;palladium on activated charcoal; In methanol; for 4.0h;Heating / reflux; A slurry of palladium on carbon (5%, 3.6 g) in water was added to a solution of 4-phenylmethyl-1-(2-pyridinyl)piperazin-2-one (Description 150, 3.6 g, 13.48 mmol) and ammonium formate (4.25 g, 67.5 mmol) in methanol (100 mL) and the mixture was heated under reflux for 4 hours, cooled and filtered through Hyflo, washing with methanol. The solvent was evaporated under reduced pressure and the residue was purified by flash column chromatography on silica gel eluting with CH2Cl2/MeOH (90:10), to give the title compound as an orange oil (1.1 g, 46%). m/z (ES+) 178 (M+1).
Reference： [1]Patent: US2003/236250,2003,A1 .Location in patent: Page 39
  • 2
  • 4-benzyloxycarbonyl-1-pyridin-2-ylpiperazin-2-one [ No CAS ]
  • [ 345310-98-7 ]
YieldReaction ConditionsOperation in experiment
With hydrogen;20% Pd(OH)2 on carbon; In ethanol; at 20.0℃; under 760.051 Torr; for 1.0h; A mixture of 4-benzyloxycarbonyl-1-methyl-pyrazin-2 (I-)-one (3.0 g, 12. 8 mmol), 2- bromopyridine (2.02 g, 12.8 mmol), palladium acetate (0.29 g, 1.28 mmol), xantphos (1.11 g, 1.92 mmol), cesium carbonate (6.26 g, 19.2 mmol) in anhydrous dioxane (13 mL) in a sealed vessel was heated in an oil bath at 110 C for 6 hrs. The resultant reaction mixture was cooled to room temperature, diluted with dichloromethane, filtered, and concentrated under vacuum. The residual solid was subjected to column chromatography on silica gel eluting with a ethyl acetate-hexane gradient. Concentration of appropriate fractions provide the pyridine intermediate. A mixture of 4-benzyloxycarbonyl-l-pyridin-2- ylpiperazin-2-one (1.50 g, 4.94 mmol) and Pearlmans catalyst (0.7 g) in ethanol (50 mL) was stirred under an atmosphere of hydrogen (1 atm) at room temperature for one hour. The product mixture was filtered through a pad of Celite, and concentrated under vacuum to provide the titled compound. 1H NMR (400 MHz, CDC13) 5 8.43 (dd, J = 1.8, 4.9 Hz, 1H), 7.93 (d, J = 8.3 Hz, 1H), 7.69 (m, 1H), 7.10 (dd, J = 4.9, 7.3 Hz, 1H), 4.00 (t, J = 5.5 Hz, 2H), 3.72 (s, 2H), 3. 23 (t, J = 5.5 Hz, 2H).
Reference： [1]Patent: WO2005/41664,2005,A1 .Location in patent: Page/Page column 93
  • 3
  • [ 345310-96-5 ]
  • [ 998-40-3 ]
  • [ 870-50-8 ]
  • [ 345310-98-7 ]
YieldReaction ConditionsOperation in experiment
65% With hydrogenchloride; In tetrahydrofuran; MeOH-NH3; diethyl ether; Step 2 1-(Pyridin-2-yl)piperazin-2-one A stirred suspension of 2-(2-hydroxyethylamino)-N-pyridin-2-yl-acetamide (0.17 g, 0.87 mmol) under an inert atmosphere in THF (3 mL) was cooled to 0-5 C. Tributyl phosphine (0.32 mL, 1.15 mmol) was added followed by a solution of di-tert-butylazodicarboxylate (0.29 g, 1.23 mmol) in THF (3 mL) dropwise over 15 min. After a further 15 min. the mixture was warmed to 40 C. and a hydrogen chloride solution in diethylether (1M, 1.8 mL) added to produce a precipitate. The mixture was cooled to 0-5 C. and the solids filtered off to give a hydroscopic product. This was dissolved in MeOH-NH3 and chromatographed on silica gel, eluding with DCM:MeOH (100:0 to 90:10), to afford the title compound (100 mg, 65%) as a colourless solid. 1H NMR (360 MHz, d6-DMSO) delta 2.85 (1H, br s), 3.01 (2H, t, J=5.5 Hz), 3.44 (2H, s), 3.82 (2H, t, J=5.5 Hz), 7.17-7.22 (1H, m), 7.75-7.86 (2H, m), 8.41-8.45 (1H, m). MS (ES+) 178 (M+1).
Reference： [1]Patent: US2003/125333,2003,A1
  • 4
  • [ 109-04-6 ]
  • [ 345310-98-7 ]
Reference： [1]Bioorganic and Medicinal Chemistry Letters,2011,vol. 21,p. 3809 - 3812
  • 5
  • [ 1279815-59-6 ]
  • [ 345310-98-7 ]
Reference： [1]Bioorganic and Medicinal Chemistry Letters,2011,vol. 21,p. 3809 - 3812
  • 6
  • [ 345310-98-7 ]
  • [ 486460-00-8 ]
  • [ 1314097-07-8 ]
Reference： [1]Bioorganic and Medicinal Chemistry Letters,2011,vol. 21,p. 3809 - 3812
  • 7
  • [ 345310-98-7 ]
  • [ 486460-00-8 ]
  • [ 1314097-42-1 ]
Reference： [1]Bioorganic and Medicinal Chemistry Letters,2011,vol. 21,p. 3809 - 3812

Tags: 345310-98-7 synthesis path| 345310-98-7 SDS| 345310-98-7 COA| 345310-98-7 purity| 345310-98-7 application| 345310-98-7 NMR| 345310-98-7 COA| 345310-98-7 structure

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piperazine-pyridine
Chemistry
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piperazine-pyridine
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• Acyl Group Substitution • Chan-Lam Coupling Reaction • Complex Metal Hydride Reductions • Hydride Reductions • Lawesson's Reagent • Preparation of Amines • Reactions of Amines • Specialized Acylation Reagents-Carbodiimides and Related Reagents • Specialized Acylation Reagents-Ketenes
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