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2-Chloro-5-hydroxypyrimidine

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2-Chloro-5-hydroxypyrimidine Basic information

Product Name:
2-Chloro-5-hydroxypyrimidine
Synonyms:
  • 2-Chloro-5-hydroxypyrimidine 98%
  • 2-Chloro-5-hydroxypyrimidine
  • 5-Pyrimidinol, 2-chloro- (7CI,8CI,9CI)
  • 2-Chloropyrimidin-5-ol
  • 2-Chloro-5-hydroxypyrimid...
  • 5-PyriMidinol,2-chloro-
  • 2-Chloropyrimidin-5-ol, 2-Chloro-5-hydroxy-1,3-diazine
  • 2-Chloro-5-pyrimidinol
CAS:
4983-28-2
MF:
C4H3ClN2O
MW:
130.53
EINECS:
826-504-8
Product Categories:
  • Heterocycle-Pyrimidine series
  • PYRIMIDINE
  • pharmacetical
  • Pyrimidines
Mol File:
4983-28-2.mol
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2-Chloro-5-hydroxypyrimidine Chemical Properties

Melting point:
195-196 °C
Boiling point:
328.1±15.0 °C(Predicted)
Density 
1.513±0.06 g/cm3(Predicted)
storage temp. 
under inert gas (nitrogen or Argon) at 2-8°C
pka
6.17±0.23(Predicted)
CAS DataBase Reference
4983-28-2(CAS DataBase Reference)
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Safety Information

HS Code 
29335990
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2-Chloro-5-hydroxypyrimidine Usage And Synthesis

Uses

2-Chloro-5-hydroxypyrimidine is an intermediate used to synthesize tandospirone derivatives with anxiolytic activities.

Synthesis

2-Chloro-5-methoxypyrimidine (0.46 g, 3.18 mmol) in methylene chloride (10 mL) was treated with 1.0 N boron tribromide (16 mL, 16 mmol) at room temperature. The solution was stirred overnight. After that, the reaction was partitioned between saturated NaHCO3 and DCM. The aqueous layer was extracted with additional DCM. Combined the organic layers and dried (MgSO4), filtered, and concentrated to obtain the crude product. The residue was purified by flash column chromatography on silica gel to give 2-Chloro-5-hydroxypyrimidine.

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