HCID 66611719, compound → HCID 50943808, compound

HRID 1423281Notes

Reaction equation

HRID 1423281 reaction equation
[F:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]([CH2:15][N:16]2[C:24]3[CH:23]=[CH:22][C:21]([CH3:25])=[CH:20][C:19]=3[C:18]3[CH2:26][N:27]([CH3:30])[CH2:28][CH2:29][C:17]2=3)=[CH:9][C:10]([O:12][CH2:13][CH3:14])=[O:11])=[CH:4][CH:3]=1.[H][H]>CCO.[Pd]>[CH3:30][N:27]1[CH2:28][CH2:29][C:17]2[N:16]([CH2:15][CH:8]([C:5]3[CH:6]=[CH:7][C:2]([F:1])=[CH:3][CH:4]=3)[CH2:9][C:10]([O:12][CH2:13][CH3:14])=[O:11])[C:24]3[CH:23]=[CH:22][C:21]([CH3:25])=[CH:20][C:19]=3[C:18]=2[CH2:26]1

Participants

5

Reactant 2

HCID 66611719HCID 66611719, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 50943808HCID 50943808, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

To a solution of ethyl 3-(4-fluorophenyl)-4-(1,2,3,4-tetrahydro-2,8-dimethylpyrido[4,3-b]indol-5-yl)but-2-enoate (112 mg, 0.275 mmol) in EtOH (5 mL) was added 20 mg of 10% Pd/C. The reaction mixture was stirred at RT under a hydrogen atmosphere at 60 psi for 24 h. The hydrogen pressure was released and the reaction mixture was filtered through Celite, the catalyst rinsed with EtOH and the filtrate evaporated under reduced pressure to obtain the product.

Workup

  1. filtrationthe reaction mixture was filtered through Celite
  2. washthe catalyst rinsed with EtOH
  3. customthe filtrate evaporated under reduced pressure
  4. customto obtain the product

Sources & evidence

ORD record
ord-c50915021e534a8e80795b68ba3b347b
Source dataset
uspto-grants-2015_01
Patent number
US08927571B2

Reaction notes

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