Hydrochloric Acid → 5-Chloro-1H-pyrazolo(4,3-d)pyrimidine

HRID 34090Notes

Reaction equation

HRID 34090 reaction equation
[Cl:1][C:2]1[N:3]=[CH:4][C:5]2[N:10](C(=O)C)[N:9]=[CH:8][C:6]=2[N:7]=1.[OH-].[Na+].Cl>C(#N)C>[Cl:1][C:2]1[N:3]=[CH:4][C:5]2[NH:10][N:9]=[CH:8][C:6]=2[N:7]=1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 59797350HCID 59797350, compound

Product 1

HCID 597969475-Chloro-1H-pyrazolo(4,3-d)pyrimidineYield 75.4%

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

27 mg of 1-(5-chloro-pyrazolo[4,3-d]pyrimidin-1-yl)-ethanone was dissolved in 1.5 mL of acetonitrile, added with 1.5 mL of 5N sodium hydroxide aqueous solution, and stirred for 2 hours. After adding 2N hydrochloric acid to the reaction solution to render it acidic, the solution was extracted with ethyl acetate, and the resultant organic layer was washed with saturated brine, then dried over magnesium sulfate, and the solvent was evaporated, to afford 16 mg of the title compound.

Workup

  1. extractionthe solution was extracted with ethyl acetate
  2. washthe resultant organic layer was washed with saturated brine
  3. dry with materialdried over magnesium sulfate
  4. customthe solvent was evaporated

Sources & evidence

ORD record
ord-051dbe47e6fb49a4b437189075b6daeb
Source dataset
uspto-grants-2008_09
Patent number
US07429609B2

Reaction notes

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