HCID 58938674, compound → HCID 58938656, compound

HRID 598103Notes

Reaction equation

HRID 598103 reaction equation
[CH2:1]([N:4]([CH2:27][CH2:28][CH3:29])[C:5]1[CH:6]=[C:7]([CH:25]=[CH2:26])[C:8](=[O:24])[N:9]2[C:14]=1[CH:13]=[CH:12][CH:11]=[C:10]2[C:15]1[C:20]([CH3:21])=[CH:19][C:18]([CH3:22])=[CH:17][C:16]=1[CH3:23])[CH2:2][CH3:3]>CO.[Pd]>[CH2:27]([N:4]([CH2:1][CH2:2][CH3:3])[C:5]1[CH:6]=[C:7]([CH2:25][CH3:26])[C:8](=[O:24])[N:9]2[C:14]=1[CH:13]=[CH:12][CH:11]=[C:10]2[C:15]1[C:16]([CH3:23])=[CH:17][C:18]([CH3:22])=[CH:19][C:20]=1[CH3:21])[CH2:28][CH3:29]

Participants

4

Reactant 1

HCID 58938674HCID 58938674, compound

Product 1

HCID 58938656HCID 58938656, compoundYield 100.3%

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 23938PalladiumSolvent

Procedure

1-(Dipropylamino)-6-mesityl-3-vinyl-4H-quinolizine-4-one (9.4 mg, 0.024 mmol) was dissolved in methanol (1 mL) 10 mg of 10% Pd/C was added. The solution was evacuated and filled with a hydrogen balloon at room temperature. After 1 h, the solution was filtered and concentrated. Flash chromatography (5% ethyl acetate/hexanes) gave 9.4 mg (100% yield) of the title compound.

Workup

  1. additionwas added
  2. customThe solution was evacuated
  3. additionfilled with a hydrogen balloon at room temperature
  4. filtrationthe solution was filtered
  5. concentrationconcentrated

Sources & evidence

ORD record
ord-0f88a640c3f54a2fa69c6272a2c2f08e
Source dataset
uspto-grants-2011_03
Patent number
US07897607B2

Reaction notes

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