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5-Pyrimidinemethanol

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5-Pyrimidinemethanol Basic information

Product Name:
5-Pyrimidinemethanol
Synonyms:
  • RARECHEM AK ML 0566
  • PYRIMIDIN-5-YLMETHANOL
  • 5-pyrimidinemethanol
  • 5-(HYDROXYMETHYL)PYRIMIDINE
  • 5-Pyrimidinemethanol (7CI,9CI)
  • (PYRIMIDIN-5-YL)METHANOL,PURITY:95% MIN(HPLC)
  • 5-(Hydroxymethyl)pyrimidi...
  • (PYRIMIDIN-5-YL)METHANOL,PURITY
CAS:
25193-95-7
MF:
C5H6N2O
MW:
110.11
Product Categories:
  • pharmacetical
  • Heterocycle-Pyrimidine series
  • PYRIMIDINE
Mol File:
25193-95-7.mol
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5-Pyrimidinemethanol Chemical Properties

Melting point:
51-52 °C
Boiling point:
250.8±15.0 °C(Predicted)
Density 
1.227±0.06 g/cm3(Predicted)
storage temp. 
under inert gas (nitrogen or Argon) at 2-8°C
form 
solid
pka
13.43±0.10(Predicted)
color 
Yellow
CAS DataBase Reference
25193-95-7(CAS DataBase Reference)
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Safety Information

HS Code 
2933599590
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5-Pyrimidinemethanol Usage And Synthesis

Uses

5-?Pyrimidinemethanol is a reagent used in the synthesis of melanin-concentrating hormone receptor 1 antagonists.Also used in the preparation of annulated 5-aryl-substituted pyridines.

Synthesis

10070-92-5

25193-95-7

Step 3. Synthesis of 5-pyrimidinemethanol. 5-Pyrimidinecarboxaldehyde (2 g, 18.50 mmol, 1.00 eq.) and sodium borohydride (2 g) were dissolved in methanol (100 mL) and the reaction was stirred for 30 min at 0-10 °C. Upon completion of the reaction, the solvent was removed by vacuum concentration and the resulting residue was purified by silica gel column chromatography with dichloromethane/methanol (50:1, v/v) as eluent to give 1.2 g (59% yield) of the target compound 5-pyrimidine methanol as a light yellow solid. Mass spectrometry result: m/z = 111.0 [M + H]+.

References

[1] Patent: WO2013/130935, 2013, A1. Location in patent: Paragraph 0218
[2] Patent: WO2013/19621, 2013, A1. Location in patent: Page/Page column 41
[3] Journal of Organic Chemistry, 2000, vol. 65, # 26, p. 9261 - 9264
[4] Patent: WO2009/45381, 2009, A1. Location in patent: Page/Page column 29-30
[5] Patent: WO2009/45386, 2009, A1. Location in patent: Page/Page column 32-33

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