HCID 71765539, compound → HCID 71765542, compound

HRID 2272968Notes

Reaction equation

HRID 2272968 reaction equation
Br[CH2:2][C:3]1[CH:19]=[C:6]2[C:7](=[O:18])[NH:8][C:9]([C:11]3[CH:16]=[CH:15][C:14]([Br:17])=[CH:13][CH:12]=3)=[CH:10][N:5]2[N:4]=1>C(O)(=O)C.[Zn]>[Br:17][C:14]1[CH:13]=[CH:12][C:11]([C:9]2[NH:8][C:7](=[O:18])[C:6]3[N:5]([N:4]=[C:3]([CH3:2])[CH:19]=3)[CH:10]=2)=[CH:16][CH:15]=1

Participants

4

Reactant 1

HCID 71765539HCID 71765539, compound

Product 1

HCID 71765542HCID 71765542, compound

Reagents, catalysts & solvents 2

HCID 23994ZincCatalystHCID 176Acetic AcidSolvent

Conditions

Temperature
100 °C

Procedure

To a solution of 64.4 mg (0.168 mmol) bromomethyl-6-(4-bromo-phenyl)-5H-pyrazolo[1,5-a]pyrazin-4-one in 2.5 ml acetic acid are added 55 mg (0.84 mmol) activated zinc powder. The reaction mixture is stirred at 100° C. for 18 hours. The reaction mixture is allowed to cool to room temperature and partitioned between water and ethylacetate. The organic phase is washed with saturated sodium hydrogen carbonate solution, dried over sodium sulfate and evaporated to afford 6-(4-bromo-phenyl)-2-methyl-5H-pyrazolo[1,5-a]pyrazin-4-one as white solid;

Workup

  1. temperatureto cool to room temperature
  2. custompartitioned between water and ethylacetate
  3. washThe organic phase is washed with saturated sodium hydrogen carbonate solution
  4. dry with materialdried over sodium sulfate
  5. customevaporated

Sources & evidence

ORD record
ord-7134e5fa58ac4a2ba08cce8c61a52b70
Source dataset
uspto-grants-2015_09
Patent number
US09120805B2

Reaction notes

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