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4-AMINO-PYRIDIN-2-OL

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4-AMINO-PYRIDIN-2-OL Basic information

Product Name:
4-AMINO-PYRIDIN-2-OL
Synonyms:
  • 3-DEAZACYTOSINE
  • 3-Deazacytosine 4-Amino-2-pyridone
  • 4-Amino-2-hydroxy prydine
  • 4-AMINO-PYRIDIN-2-OL
  • 4-AMINO-2-PYRIDONE
  • 4-AMINO-2-HYDROXYPYRIDINE
  • 4-AMINO-2-HYDROXYPYRIDINE 98%
  • 2(1H)-Pyridinone, 4-amino-
CAS:
38767-72-5
MF:
C5H6N2O
MW:
110.11
Product Categories:
  • API intermediates
  • Pyridines
  • pharmacetical
  • Pyridine
  • Heterocycle-Pyridine series
  • Nitrogen cyclic compounds
Mol File:
38767-72-5.mol
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4-AMINO-PYRIDIN-2-OL Chemical Properties

Melting point:
219-221 °C(Solv: acetone (67-64-1))
Boiling point:
310.7±35.0 °C(Predicted)
Density 
1.208±0.06 g/cm3(Predicted)
storage temp. 
under inert gas (nitrogen or Argon) at 2–8 °C
form 
solid
pka
11.49±0.10(Predicted)
Appearance
White to light brown Solid
CAS DataBase Reference
38767-72-5
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Safety Information

Hazard Codes 
Xn
Risk Statements 
22
HS Code 
2933399990
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4-AMINO-PYRIDIN-2-OL Usage And Synthesis

Uses

4-Amino-2-pyridone is used in the preparation of nucleoside analogues with antitumor and antiviral activity.

Synthesis

14432-12-3

38767-72-5

General procedure for the synthesis of 4-aminopyridin-2-one from 2-chloro-4-aminopyridine: A mixture of 2-chloro-4-aminopyridine (127 mg, 1.0 mmol) and potassium hydroxide (280.6 mg, 5.0 mmol) in toluene (4.0 mL) was heated in a sealed tube and reacted for 72 hr at 170 °C. Upon completion of the reaction, the mixture was cooled to room temperature and the toluene solvent was subsequently removed by distillation under reduced pressure. The residue was purified by rapid chromatography on silica gel (eluent ratio dichloromethane/methanol/ammonia: 78/20/2) to afford the target product 4-aminopyridin-2-one (107 mg, 97% yield) as a light yellow solid.

References

[1] Synlett, 2016, vol. 27, # 1, p. 67 - 69
[2] Tetrahedron, 1999, vol. 55, # 41, p. 11985 - 11996

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