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1-(5-Nitropyridin-2-yl)piperazine

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CAS:82205-58-1
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1-(5-Nitropyridin-2-yl)piperazine manufacturers

1-(5-Nitropyridin-2-yl)piperazine Basic information
Product Name:1-(5-Nitropyridin-2-yl)piperazine
Synonyms:1-(5-NITROPYRIDIN-2-YL)PIPERAZINE;1-(5-Nitropyridin-2-yl)piperazine95%;1-(5-Nitropyridin-2-yl)piperazine 95%;5-Nitro-2-piperazinopyridine;1-(5-nitro-2-pyridinyl)-piperazine;1-(5-Nitropyridin-2-yl)piperazine AldrichCPR;1-(5-nitro-2-pyridinyl)piperazine hydrochloride;Palbociclib Impurity 43
CAS:82205-58-1
MF:C9H12N4O2
MW:208.22
EINECS:201-525-2
Product Categories:pharmacetical;Building Blocks;C9;Chemical Synthesis;Heterocyclic Building Blocks;New Products for Chemical Synthesis;Pyridines
Mol File:82205-58-1.mol
1-(5-Nitropyridin-2-yl)piperazine Structure
1-(5-Nitropyridin-2-yl)piperazine Chemical Properties
Melting point 84-85 °C
Boiling point 418.1±40.0 °C(Predicted)
density 1.278±0.06 g/cm3(Predicted)
storage temp. Keep in dark place,Inert atmosphere,2-8°C
pka8.42±0.10(Predicted)
AppearanceLight yellow to yellow Solid
CAS DataBase Reference82205-58-1(CAS DataBase Reference)
Safety Information
Hazard Codes Xi
HazardClass IRRITANT
HS Code 2933599590
MSDS Information
1-(5-Nitropyridin-2-yl)piperazine Usage And Synthesis
Synthesis
1-BOC-4-(5-NITRO-2-PYRIDYL)PIPERAZINE

193902-78-2

1-(5-Nitropyridin-2-yl)piperazine

82205-58-1

Step 2: Synthesis of 1-(5-nitropyridin-2-yl)piperazine (B-3) Compound 1-tert-butylcarbonyl-4-(5-nitro-2-piperidinyl)piperazine (B-2, 19.45 g, 0.0631 mol) was dissolved in dichloromethane (250 mL) and cooled to 0°C. Trifluoroacetic acid (50 mL) was added slowly. The reaction mixture was stirred at room temperature for 16 hours and then concentrated under reduced pressure. The crude product was again dissolved in dichloromethane (250 mL), and the pH was adjusted to alkaline by sequentially adding 1N aqueous NaOH solution (200 mL) and 3N aqueous NaOH solution (100 mL). The organic layer was separated and the aqueous phase was extracted with dichloromethane. The organic phases were combined, dried with anhydrous magnesium sulfate, filtered and concentrated under reduced pressure to give 1-(5-nitropyridin-2-yl)piperazine (B-3, 13.13 g, 100% yield) as a yellow solid. Mass spectrometry (MS) showed the [M + 1] peak as 209.

References[1] Patent: WO2010/59606, 2010, A2. Location in patent: Page/Page column 182
[2] Patent: WO2011/31628, 2011, A1. Location in patent: Page/Page column 67
[3] Bioorganic and Medicinal Chemistry Letters, 2013, vol. 23, # 4, p. 985 - 988
[4] Tetrahedron Letters, 2011, vol. 52, # 45, p. 5905 - 5909
[5] Patent: WO2006/94840, 2006, A1. Location in patent: Page/Page column 43-44
Tag:1-(5-Nitropyridin-2-yl)piperazine(82205-58-1) Related Product Information
Piperazine 3,5-Dinitrosalicylic acid N-Aminoethylpiperazine 2-Nitrocinnamic acid 1-(3-Nitropyridin-2-yl)piperazine ,97% 1-BOC-4-(3-NITROPYRIDIN-2-YL)PIPERAZINE 1-BENZYL-4-(3-NITROPYRIDIN-2-YL)PIPERAZINE 1-BOC-4-(5-NITRO-2-PYRIDYL)PIPERAZINE 3-METHYL-1-(5-NITROPYRIDIN-2-YL)PIPERAZINE 1-(5-NITROPYRIDIN-2-YL)-PIPERAZINE HYDROCHLORIDE 2-(4-Methylpiperazin-1-yl)-5-nitropyridine 1-METHYL-4-(6-NITROPYRIDIN-3-YL)PIPERAZINE 4-(5-NITRO-PYRIDIN-2-YL)-PIPERAZINE-2-CARBOXYLIC ACID 4-(6-METHYL-5-NITRO-2-PYRIDINYL)-1-PIPERAZINECARBOXYLIC ACID 1,1-DIMETHYLETHYL ESTER 1-(2-Hydroxyethyl)-4-(5-nitropyridin-2-yl)piperazine 1-BOC-4-(6-NITROPYRIDIN-3-YL)PIPERAZINE 1-(6-nitropyridin-3-yl)piperazine 1-(3-Nitropyridin-2-yl)piperazine hydrochloride