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7-chloro-1-methyl-1H-pyrazolo[4,3-d]pyrimidine

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7-chloro-1-methyl-1H-pyrazolo[4,3-d]pyrimidine Basic information

Product Name:
7-chloro-1-methyl-1H-pyrazolo[4,3-d]pyrimidine
Synonyms:
  • 7-chloro-1-methyl-1H-pyrazolo[4,3-d]pyrimidine
  • 7-chloro-1-methylpyrazolo[4,3-d]pyrimidine
  • 1H-Pyrazolo[4,3-d]pyrimidine, 7-chloro-1-methyl-
CAS:
923282-39-7
MF:
C6H5ClN4
MW:
168.58
Product Categories:
  • Heterocycle-Pyrimidine series
Mol File:
923282-39-7.mol
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7-chloro-1-methyl-1H-pyrazolo[4,3-d]pyrimidine Chemical Properties

Boiling point:
294.6±20.0 °C(Predicted)
Density 
1.59±0.1 g/cm3(Predicted)
storage temp. 
under inert gas (nitrogen or Argon) at 2-8°C
pka
1.73±0.30(Predicted)
Appearance
Light yellow to yellow Solid
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7-chloro-1-methyl-1H-pyrazolo[4,3-d]pyrimidine Usage And Synthesis

Synthesis

314021-93-7

923282-39-7

Procedure for the synthesis of compound 9: To a 10 mL solution of thionyl chloride of 1-methyl-1H-pyrazolo[4,3-d]pyrimidin-7-ol (8, 0.835 g, 5.5 mmol) was added 0.5 mL of N,N-dimethylformamide (DMF). The reaction mixture was heated to 90 °C under nitrogen protection with continuous stirring for 1 hour. Upon completion of the reaction, the mixture was cooled to room temperature and the solvent was subsequently removed by distillation under reduced pressure. Water was added to the resulting residue and extracted with dichloromethane (3 x 10 mL). The organic phases were combined, dried over anhydrous magnesium sulfate (MgSO4), filtered and concentrated under reduced pressure to afford 7-chloro-1-methyl-1H-pyrazolo[4,3-d]pyrimidine (9, 0.94 g, 100% yield). The product was detected by electrospray mass spectrometry (ES-MS) and showed m/e = 169 ([M + H]+).

References

[1] Patent: US2007/27166, 2007, A1. Location in patent: Page/Page column 80

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