HCID 20800915, compound → HCID 11325154, compound

HRID 1071392Notes

Reaction equation

HRID 1071392 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([CH:21]=[CH:22][C:23]=1[Cl:24])[CH2:5][N:6]1[CH2:11][CH2:10][N:9]([C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][C:13]=2[N+:18]([O-])=O)[CH2:8][CH2:7]1>[Pd].C(OCC)(=O)C.CO>[Cl:1][C:2]1[CH:3]=[C:4]([CH:21]=[CH:22][C:23]=1[Cl:24])[CH2:5][N:6]1[CH2:7][CH2:8][N:9]([C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][C:13]=2[NH2:18])[CH2:10][CH2:11]1

Participants

4

Reactant 1

HCID 20800915HCID 20800915, compound

Product 1

HCID 11325154HCID 11325154, compoundYield 68.6%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 21584119Ethylacetate methanolSolvent

Procedure

A solution of 1-(3,4-dichlorobenzyl)-4-(2-nitro-phenyl)-piperazine (1.19 g) in 50 mL of 4/1 ethyl acetate/methanol was treated with 5% palladium on carbon (55 mg) and placed under a hydrogen atmosphere. After stirring at ambient temperature overnight, the reaction was filtered using a pad of silica and the pad was washed with 17% ethyl acetate in hexanes, then 33% ethyl acetate in hexanes. Removal of solvent afforded 0.75 g of the product as a solid.

Workup

  1. filtrationthe reaction was filtered
  2. washthe pad was washed with 17% ethyl acetate in hexanes
  3. customRemoval of solvent

Sources & evidence

ORD record
ord-cbc1e0e2e4af44378534b8907475eff0
Source dataset
uspto-grants-2005_06
Patent number
US06906073B2

Reaction notes

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