HCID 58938695, compound → HCID 58938577, compound

HRID 598063Notes

Reaction equation

HRID 598063 reaction equation
C([N:8]1[C:16]([C:17]2[CH:22]=[CH:21][C:20]([CH3:23])=[CH:19][C:18]=2[CH3:24])=[C:15]2[C:10]([N:11]=[C:12]([N:27]([CH2:31][CH2:32][CH3:33])[CH2:28][CH2:29][CH3:30])[N:13]([CH3:26])[C:14]2=[O:25])=[N:9]1)C1C=CC=CC=1>[OH-].[Pd+2].[OH-].C(O)C>[CH3:24][C:18]1[CH:19]=[C:20]([CH3:23])[CH:21]=[CH:22][C:17]=1[C:16]1[NH:8][N:9]=[C:10]2[C:15]=1[C:14](=[O:25])[N:13]([CH3:26])[C:12]([N:27]([CH2:31][CH2:32][CH3:33])[CH2:28][CH2:29][CH3:30])=[N:11]2

Participants

4

Reactant 1

HCID 58938695HCID 58938695, compound

Product 1

HCID 58938577HCID 58938577, compoundYield 84%

Reagents, catalysts & solvents 2

HCID 9942167Palladium hydroxideCatalystHCID 702EthanolSolvent

Procedure

To a Parr flask was added 0.14 g (0.31 mmol) of 2-benzyl-3-(2,4-dimethylphenyl)-6-dipropylamino-5-methyl-2,5-dihydro-4H-pyrazolo[3,4-d]pyrmidin-4-one and 30 ml of ethanol, followed by 0.10 g of 20 palladium hydroxide. The flask was purged with hydrogen and pressurized to 50 psig hydrogen and shaken. After complete reaction, the mixture was filtered through GF/F paper and the filtrate concentrated under reduced pressure. The residue was purified via biotage eluting with 50% ethyl acetate/hexanes to afford 0.092 g (82.47%) of product.

Workup

  1. customThe flask was purged with hydrogen
  2. customAfter complete reaction
  3. filtrationthe mixture was filtered through GF/F paper
  4. concentrationthe filtrate concentrated under reduced pressure
  5. customThe residue was purified via biotage
  6. washeluting with 50% ethyl acetate/hexanes

Sources & evidence

ORD record
ord-12ff3accef1342de9a1b19567890eb9f
Source dataset
uspto-grants-2011_03
Patent number
US07897607B2

Reaction notes

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