Dimethylformamide → HCID 68007060, compound

HRID 1027786Notes

Reaction equation

HRID 1027786 reaction equation
[CH3:1][N:2]1[C:10](=[O:11])[NH:9][C:8]2[C:3]1=[N:4][C:5](/[CH:12]=[CH:13]/[C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1)=[N:6][CH:7]=2.CN(C)C=O>[Pd].C(O)C>[CH3:1][N:2]1[C:10](=[O:11])[NH:9][C:8]2[C:3]1=[N:4][C:5]([CH2:12][CH2:13][C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1)=[N:6][CH:7]=2

Participants

5

Reactant 2

HCID 6228DimethylformamideHCID 68007553HCID 68007553, compound

Product 1

HCID 68007060HCID 68007060, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

To a mixture of 9-methyl-2-[(E)-2-phenylethenyl]-7,9-dihydro-8H-purine-8-one <the compound of Reference Example 3> (80 mg), N,N-dimethylformamide (2 ml) and ethanol (3 ml) was added 10% palladium on carbon (2 mg) and the mixture was stirred at room temperature under hydrogen atmosphere for 1 hour. The reaction mixture was filtered through Celite and the filtrate was concentrated under reduced pressure. The obtained residue was purified by silica gel column chromatography (eluent: hexane/ethyl acetate=100/0˜0/100) to give the title compound 47 mg.

Workup

  1. filtrationThe reaction mixture was filtered through Celite
  2. concentrationthe filtrate was concentrated under reduced pressure
  3. customThe obtained residue was purified by silica gel column chromatography (eluent: hexane/ethyl acetate=100/0˜0/100)

Sources & evidence

ORD record
ord-34b5b3ae31a147789192afc5a7b101eb
Source dataset
uspto-grants-2014_05
Patent number
US08735406B2

Reaction notes

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