3-Amino-2-[4-butoxycarbonyl(piperazino)]pyridine Chemical Properties

Boiling point:

448.8±45.0 °C(Predicted)

Density 

1.182±0.06 g/cm3(Predicted)

storage temp. 

under inert gas (nitrogen or Argon) at 2–8 °C

pka

9.35±0.29(Predicted)

Safety Information

Hazard Codes 

T

Risk Statements 

25-36/37/38

Safety Statements 

45-37-26

HS Code 

29339900

3-Amino-2-[4-butoxycarbonyl(piperazino)]pyridine Usage And Synthesis

Chemical Properties

Grey to purple powder

Synthesis

Tert-butyl 4-(3-nitropyridin-2-yl)piperazine-1-carboxylate (350 mg, 1.14 mmol) was used as a raw material and mixed with Pd/C (60.4 mg, 10% w/w, 0.0568 mmol) and methanol (6 mL). The hydrogenation reaction was carried out at room temperature using a hydrogen balloon to provide a hydrogen atmosphere. The reaction mixture was stirred for 2 h and then filtered through diatomaceous earth to remove the catalyst. The filtrate was concentrated under reduced pressure and purified by silica gel column chromatography (eluent ratio hexane/EtOAc/CH2Cl2 = 1:1:1) to afford the target product tert-butyl 4-(3-aminopyridin-2-yl)piperazine-1-carboxylate (246 mg, 78% yield) as a white powder. Mass spectrometry (EI) analysis resulted in a molecular ion peak (MH+) of 279.2 for C14H22N4O2.

References

[1] Journal of Medicinal Chemistry, 1994, vol. 37, # 7, p. 999 - 1014
[2] Patent: WO2012/61337, 2012, A1. Location in patent: Page/Page column 45
[3] Patent: WO2008/112440, 2008, A1. Location in patent: Page/Page column 38-39
[4] Chemical and Pharmaceutical Bulletin, 2001, vol. 49, # 11, p. 1406 - 1411
[5] Journal of Labelled Compounds and Radiopharmaceuticals, 2011, vol. 54, # 7, p. 363 - 366

3-Amino-2-[4-butoxycarbonyl(piperazino)]pyridine(111669-25-1)Related Product Information

• 4-(3-NITRO-PYRIDIN-2-YL)-PIPERAZINE-1-CARBOXYLIC ACID TERT-BUTYL ESTER
• 1-BOC-4-(3-AMINO-4-PYRIDINYL)-PIPERAZINE
• 3-Amino-6-trifluoromethyl-pyridin-2-ol
• 3-AMINO-6-IODOPYRAZINE-2-CARBOXYLIC ACID METHYL ESTER
• 3-amino-6-chloropyrazine-2-carboxylic acid
• 3-AMINO-4-METHOXYPYRIDINE
• 3-AMINO-3-(4-CYANOPHENYL)PROPANOIC ACID
• 3-Amino-5-chloropyridin-2-ol HCl
• (3-aminopyrazin-2-yl)methanol
• 3-Amino-3-(4-methoxyphenyl)propionic acid
• 3-PYRIDINAMINE, 6-(1-METHYLETHYL)-
• 3-AMINO-5-HYDROXYBENZOIC ACID
• 2-CHLORO-5-IODO-PYRIDIN-3-YLAMINE
• 2-CHLORO-5-(TRIFLUOROMETHYL)-3-PYRIDINAMINE
• 4-(6-Amino-pyridin-2-yl)-piperazine-1-carboxylic acid tert-butyl ester
• tert-butyl 4-(3-nitropyridin-4-yl)piperazine-1-carboxylate
• 1-(6-nitropyridin-3-yl)piperazine
• Palbociclib Impurity V