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2-AMINO-5-METHOXYPYRIMIDINE

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2-AMINO-5-METHOXYPYRIMIDINE Basic information

Product Name:
2-AMINO-5-METHOXYPYRIMIDINE
Synonyms:
  • 5-Methoxypyrimidin-2-ylamine
  • 2-AMINO-5-METHOXYPYRIMIDINE
  • 5-Methoxy-2-pyrimidinamine
  • 2-Pyrimidinamine, 5-methoxy- (9CI)
  • 2-Pyrimidinamine, 5-methoxy-
  • 2-Amino-5-methoxypyrimidine,97%
  • 2-AMINO-5-METHOXYPYRIMIDINE ISO 9001:2015 REACH
CAS:
13418-77-4
MF:
C5H7N3O
MW:
125.13
Product Categories:
  • Heterocycle-Pyrimidine series
  • PYRIMIDINE
  • Heterocyclic Compounds
  • Bases & Related Reagents
  • Heterocycles
  • Nucleotides
Mol File:
13418-77-4.mol
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2-AMINO-5-METHOXYPYRIMIDINE Chemical Properties

Melting point:
86-88°C
Boiling point:
313℃
Density 
1.224
Flash point:
143℃
storage temp. 
Keep in dark place,Inert atmosphere,2-8°C
solubility 
Chloroform, Methanol
pka
3.62±0.10(Predicted)
form 
Powder
color 
Off-white
Sensitive 
Air Sensitive
CAS DataBase Reference
13418-77-4
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Safety Information

Risk Statements 
36/37/38
Safety Statements 
26-36/37/39
HS Code 
29335990
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2-AMINO-5-METHOXYPYRIMIDINE Usage And Synthesis

Chemical Properties

Yellow to Tan Solid

Synthesis

22536-65-8

13418-77-4

General procedure for the synthesis of 2-amino-5-methoxypyrimidine using 2-chloro-5-methoxypyrimidine as starting material: 2-chloro-5-methoxypyrimidine (0.817 g, 5.65 mmol) and 25% aqueous ammonia solution were added to a microwave reaction vessel. The reaction vessel was sealed and the reaction was heated at 150 °C for 3 hours. After completion of the reaction, the mixture was evaporated to dryness. The resulting crude product was dissolved in dichloromethane/methanol (1:1, v/v) solvent mixture and loaded on silica gel. Purification by fast column chromatography (eluent: 50-100% ethyl acetate in heptane solution with gradient elution) afforded 2-amino-5-methoxypyrimidine as colorless crystals (386 mg, 55% yield).1H NMR (400 MHz, DMSO-d6) δ 8.02 (s, 1H), 6.06 (br s, 1H), 3.71 (s, 3H).

References

[1] Patent: WO2008/141239, 2008, A1. Location in patent: Page/Page column 54
[2] Bioorganic and Medicinal Chemistry Letters, 2017, vol. 27, # 5, p. 1261 - 1266

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