HCID 59389417, compound → HCID 59389344, compound

HRID 2357940Notes

Reaction equation

HRID 2357940 reaction equation
C([O:8][CH2:9][CH:10]1[C:15]([C:16]2[C:17]3[N:18]([N:24]=[C:25]([C:27]([F:30])([F:29])[F:28])[CH:26]=3)[C:19]([O:22][CH3:23])=[CH:20][CH:21]=2)=[N:14][NH:13][C:12](=[O:31])[CH2:11]1)C1C=CC=CC=1.[H][H]>C(O)C.C(OCC)(=O)C.[C].[Pd]>[OH:8][CH2:9][CH:10]1[C:15]([C:16]2[C:17]3[N:18]([N:24]=[C:25]([C:27]([F:30])([F:29])[F:28])[CH:26]=3)[C:19]([O:22][CH3:23])=[CH:20][CH:21]=2)=[N:14][NH:13][C:12](=[O:31])[CH2:11]1

Participants

6

Reactant 2

HCID 59389417HCID 59389417, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 59389344HCID 59389344, compoundYield 25.3%

Reagents, catalysts & solvents 3

HCID 178418390HCID 178418390, compoundCatalystHCID 702EthanolSolventHCID 8857Ethyl AcetateSolvent

Procedure

The compound of Example 322 (60 mg) was dissolved in ethanol (25 mL) and ethyl acetate (25 mL). To this solution, 10% palladium carbon (30 mg) was added and the mixture was stirred at room temperature for 8 hours in a stream of hydrogen gas (1 atm). The insoluble material was removed by filtration through Celite. Evaporation of the solvent and subsequent purification by thin-layer chromatography (silica gel, ethyl acetate:methanol=10:1) afforded the title compound as a pale yellow powder (12 mg).

Workup

  1. customThe insoluble material was removed by filtration through Celite
  2. customEvaporation of the solvent and subsequent purification by thin-layer chromatography (silica gel, ethyl acetate:methanol=10:1)

Sources & evidence

ORD record
ord-3e13023c6f0946c397d0f3372810c341
Source dataset
uspto-grants-2010_07
Patent number
US07763617B2

Reaction notes

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