HCID 89754606, compound → HCID 86692998, compound

HRID 2173129Notes

Reaction equation

HRID 2173129 reaction equation
[C:1]([O:5][C:6]([N:8]1[CH2:13][CH2:12][N:11]([CH2:14][CH2:15][C:16]2[CH:25]=[CH:24][C:19]3[C:20](=[O:23])[O:21][CH2:22][C:18]=3[C:17]=2[CH:26]=[CH2:27])[CH2:10][CH2:9]1)=[O:7])([CH3:4])([CH3:3])[CH3:2]>CO.[Pd]>[C:1]([O:5][C:6]([N:8]1[CH2:9][CH2:10][N:11]([CH2:14][CH2:15][C:16]2[CH:25]=[CH:24][C:19]3[C:20](=[O:23])[O:21][CH2:22][C:18]=3[C:17]=2[CH2:26][CH3:27])[CH2:12][CH2:13]1)=[O:7])([CH3:4])([CH3:3])[CH3:2]

Participants

4

Reactant 1

HCID 89754606HCID 89754606, compound

Product 1

HCID 86692998HCID 86692998, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

To a solution of tert-butyl-4-[2-(1-oxo-4-vinyl-1,3-dihydro-2-benzofuran-5-yl)ethyl]piperazine-1-carboxylate (30 mg, 0.081 mmol) in MeOH (10 mL) was added palladium on carbon (4.3 mg, 0.040 mmol). The mixture was allowed to stir under an atmosphere of hydrogen for 16 hours. LC showed complete reaction. The crude reaction was filtered through a pad of Celite®, concentrated to deliver tert-butyl-4-[2-(4-ethyl-1-oxo-1,3-dihydro-2-benzofuran-5-yl)ethyl]piperazine-1-carboxylate.

Workup

  1. customreaction
  2. customThe crude reaction
  3. filtrationwas filtered through a pad of Celite®
  4. concentrationconcentrated

Sources & evidence

ORD record
ord-07a292b00ef34ebe8b3595ec73e23324
Source dataset
uspto-grants-2015_06
Patent number
US09056859B2

Reaction notes

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