HCID 78023548, compound → HCID 71183145, compound

HRID 717059Notes

Reaction equation

HRID 717059 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-e13bac18af094142851f020eb41694ae
Source dataset
uspto-grants-2015_11
Patent number
US09193694B2

Reaction notes

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