2-CHLORO-5H-PYRROLO[3,2-D]PYRIMIDINE Chemical Properties

Melting point:

>230 °C

Density 

1.531±0.06 g/cm3(Predicted)

storage temp. 

under inert gas (nitrogen or Argon) at 2-8°C

pka

12.25±0.40(Predicted)

Appearance

Off-white to light yellow Solid

2-CHLORO-5H-PYRROLO[3,2-D]PYRIMIDINE Usage And Synthesis

Synthesis

2,4-Dichloro-5H-pyrrolo[3,2-d]pyrimidine (134 mg, 0.71 mmol) was used as a feedstock and mixed with NaHCO3 (66 mg, 0.78 mmol) and 10% Pd/C (1.52 mg) in ethanol (4 mL). The reaction mixture was stirred at room temperature for 2.5 h under hydrogen (3 psi) atmosphere. Upon completion of the reaction, the mixture was filtered through a diatomaceous earth plug and the filtrate was evaporated. The residue was purified by fast chromatography to afford 2-chloro-5H-pyrrolo[3,2-d]pyrimidine (90 mg, 88% yield).LC/MS analytical conditions: gradient elution of 20-100% CH3CN with 0.05% HCOOH (aqueous) over 5 min, retention time of 1.58 min, and a molecular ion peak of [M+H]+ of 154 detected.

References

[1] Patent: US2016/46597, 2016, A1. Location in patent: Paragraph 0220
[2] Journal of Medicinal Chemistry, 2018,
[3] Patent: CN105859726, 2016, A. Location in patent: Paragraph 0042; 0043; 0044

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