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3-Amino-2-pyridinecarboxylic acid

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3-Amino-2-pyridinecarboxylic acid Basic information

Product Name:
3-Amino-2-pyridinecarboxylic acid
Synonyms:
  • IFLAB-BB F2113-0045
  • H-3APC2-OH
  • RARECHEM AQ NN 0176
  • 3-amino-2-pyridinecarboxylicaci
  • 3-AMINO-2-PYRIDINECARBOXYLIC ACID
  • 3-AMINO-PYRIDINE-2-CARBOXYLIC ACID
  • 3-AMINOPICOLINIC ACID
  • AKOS 92172
CAS:
1462-86-8
MF:
C6H6N2O2
MW:
138.12
EINECS:
215-971-8
Product Categories:
  • Heterocycle-Pyridine series
  • AMINOACID
  • Amines
  • Heterocycles
  • Pyridine
  • pharmacetical
  • Pyridine series
  • Carboxylic Acids
  • Pyridines
  • Organic acids
  • Aromatics Compounds
  • Aromatics
  • Carboxylic Acids
Mol File:
1462-86-8.mol
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3-Amino-2-pyridinecarboxylic acid Chemical Properties

Melting point:
218-220
Boiling point:
386.6±27.0 °C(Predicted)
Density 
1.417±0.06 g/cm3(Predicted)
RTECS 
US5175000
storage temp. 
Keep in dark place,Inert atmosphere,Store in freezer, under -20°C
solubility 
Soluble in acetone, ethanol and methanol.
pka
1.32±0.50(Predicted)
form 
Solid
color 
Yellow to pale brown
InChI
InChI=1S/C6H6N2O2/c7-4-2-1-3-8-5(4)6(9)10/h1-3H,7H2,(H,9,10)
InChIKey
BOOMHTFCWOJWFO-UHFFFAOYSA-N
SMILES
C1(C(O)=O)=NC=CC=C1N
CAS DataBase Reference
1462-86-8(CAS DataBase Reference)
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Safety Information

Hazard Codes 
Xi
Risk Statements 
36/37/38
Safety Statements 
26-37-60
HazardClass 
IRRITANT
HS Code 
29333990
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3-Amino-2-pyridinecarboxylic acid Usage And Synthesis

Chemical Properties

Green/Brown Crystals

Uses

Employed as an important intermediate for syntheses material and pharmaceutical.

Uses

3-Amino-2-pyridinecarboxylic acid is a useful synthetic intermediate.

Application

3-Aminopicolinic Acid is used in the preparation of piperidinyl-methyl-purinamines as NSD2 inhibitors and anti-cancer agents.

Synthesis

59290-85-6

1462-86-8

(2) Preparation of 3-aminopyridine-2-carboxylic acid: 3-nitropyridine-2-carboxylic acid (2.72 g, 16.2 mmol) and sodium bicarbonate (1.34 g, 16.2 mmol) were dissolved in distilled water (20 mL). The atmosphere in the system was replaced with nitrogen to exclude oxygen. After adding 10% palladium carbon catalyst (1.72 g), the atmosphere in the system was replaced with hydrogen and the reaction was stirred at room temperature for 50 hours. After completion of the reaction, the pH of the reaction solution was adjusted to weakly acidic by adding 1N aqueous hydrochloric acid. The solvent was removed by distillation under reduced pressure and a small amount of ethanol and ethyl acetate was added to the residue and the resulting precipitate was collected by filtration. The filtrate was concentrated to afford the target product 3-aminopyridine-2-carboxylic acid (1.50 g, 67% yield) as a light yellow solid.

References

[1] Patent: US2005/182045, 2005, A1. Location in patent: Page/Page column 74

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