HCID 78023548, compound → HCID 71183145, compound

HRID 2044119Notes

Reaction equation

HRID 2044119 reaction equation
[N:1]1[CH:6]=[CH:5][CH:4]=[CH:3][C:2]=1[CH:7]=[C:8]1[C:17](=[O:18])[C:16]2[C:11](=[CH:12][CH:13]=[C:14]([C:19]3[CH:24]=[CH:23][C:22]([O:25][C:26]([F:29])([F:28])[F:27])=[CH:21][CH:20]=3)[CH:15]=2)[O:10][CH2:9]1.[H][H]>CCO.[Pd]>[N:1]1[CH:6]=[CH:5][CH:4]=[CH:3][C:2]=1[CH2:7][CH:8]1[C:17](=[O:18])[C:16]2[C:11](=[CH:12][CH:13]=[C:14]([C:19]3[CH:24]=[CH:23][C:22]([O:25][C:26]([F:29])([F:27])[F:28])=[CH:21][CH:20]=3)[CH:15]=2)[O:10][CH2:9]1

Participants

5

Reactant 2

HCID 78023548HCID 78023548, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 71183145HCID 71183145, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

A solution of 150 mg 3-(pyridin-2-ylmethylene)-6-(4-(trifluoromethoxy)phenyl)chroman-4-one (0.38 mmol) in 20 mL EtOH with catalytic Pd/C was stirred under 1 atm of hydrogen gas for 16 h. The reaction was filtered through celite and the filtrate concentrated. The filtrate was purified on silica gel column eluting with EA:Hex. 85 mg of an off-white solid was collected. m/z=400.

Workup

  1. filtrationThe reaction was filtered through celite
  2. concentrationthe filtrate concentrated
  3. customThe filtrate was purified on silica gel column
  4. washeluting with EA
  5. custom85 mg of an off-white solid was collected

Sources & evidence

ORD record
ord-b86d935305a3449b80d562a62a0ec176
Source dataset
uspto-grants-2013_11
Patent number
US08586732B2

Reaction notes

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