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2-Methoxy-5-fluoro-4-aminopyrimidine

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2-Methoxy-5-fluoro-4-aminopyrimidine Basic information

Product Name:
2-Methoxy-5-fluoro-4-aminopyrimidine
Synonyms:
  • 2-Methoxy-5-fluoro-4-aminopyrimidine
  • 4-Pyrimidinamine, 5-fluoro-2-methoxy- (9CI)
  • 4-AMINO-5-FLUORO-2-METHOXYPYRIMIDINE
  • 2-methoxy-5-fluoro-4-aminopyrimidine (intermediate of flucytosine)
  • 5-Fluoro-2-methoxy-4-pyrimidinamine
  • 5-Fluoro-2-MethoxypyriMidin-4-aMine
  • 5-Fluoro-2-methoxy-pyrimidin-4-ylamine
  • 4-Pyrimidinamine, 5-fluoro-2-methoxy
CAS:
1993-63-1
MF:
C5H6FN3O
MW:
143.12
EINECS:
233-515-6
Product Categories:
  • (intermediate of flucytosine)
  • PYRIMIDINE
Mol File:
1993-63-1.mol
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2-Methoxy-5-fluoro-4-aminopyrimidine Chemical Properties

Melting point:
193 °C
Boiling point:
278.9±43.0 °C(Predicted)
Density 
1.345±0.06 g/cm3(Predicted)
storage temp. 
Keep in dark place,Inert atmosphere,Room temperature
form 
powder to crystal
pka
3.63±0.10(Predicted)
color 
White to Almost white
InChI
InChI=1S/C5H6FN3O/c1-10-5-8-2-3(6)4(7)9-5/h2H,1H3,(H2,7,8,9)
InChIKey
BYALTIIVASWNSY-UHFFFAOYSA-N
SMILES
C1(OC)=NC=C(F)C(N)=N1
CAS DataBase Reference
1993-63-1
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Safety Information

HS Code 
2933599590
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2-Methoxy-5-fluoro-4-aminopyrimidine Usage And Synthesis

Synthesis

1801-06-5

1993-63-1

General procedure for the synthesis of 5-fluoro-2-methoxy-4-fluoropyrimidinamine using 2-methoxy-4-chloro-5-fluoropyrimidine as starting material: 32.5 g of 2-methoxy-4-chloro-5-fluoropyrimidine (compound of formula III) was added to 170 g of a 10 wt% solution of isopropanol in ammonia, heated to 40-60 °C, and the reaction was stirred for 3-5 hours. After completion of the reaction, it was naturally cooled to room temperature and the solid product was collected by filtration. The solid was washed with isopropanol and dried to give 27.2 g of 5-fluoro-2-methoxy-4-pyrimidinamine (compound of formula II, white solid) in 95.0% molar yield and 99.0% HPLC purity.

References

[1] Patent: CN105272922, 2016, A. Location in patent: Paragraph 0038; 0039; 0040

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