HCID 67321994, compound → HCID 67323853, compound

HRID 1846667Notes

Reaction equation

HRID 1846667 reaction equation
[CH2:1]([O:3][C:4](=[O:22])[CH2:5][CH:6]1[CH2:11][CH2:10][N:9]([C:12]2[CH:17]=[CH:16][C:15]([Cl:18])=[CH:14][C:13]=2[N+:19]([O-])=O)[CH2:8][CH2:7]1)[CH3:2]>C(O)C.[Pd]>[CH2:1]([O:3][C:4](=[O:22])[CH2:5][CH:6]1[CH2:11][CH2:10][N:9]([C:12]2[CH:17]=[CH:16][C:15]([Cl:18])=[CH:14][C:13]=2[NH2:19])[CH2:8][CH2:7]1)[CH3:2]

Participants

4

Reactant 1

HCID 67321994HCID 67321994, compound

Product 1

HCID 67323853HCID 67323853, compoundYield 97.7%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

To a solution of 0.800 g (2.49 mmol) of [1-(4-chloro-2-nitro-phenyl)-piperidin-4-yl]-acetic acid ethyl ester in ethanol (30 mL) is added 0.10 g (0.05 mmol) of 5% palladium on carbon. The mixture is placed under an atmosphere of hydrogen and stirred at room temperature overnight. The mixture is filtered through a pad of diatomaceous earth and concentrated under reduced pressure to provide 0.710 g (97.7%) of [1-(2-amino-4-chloro-phenyl)-piperidin-4-yl]-acetic acid ethyl ester as a dark foam.

Workup

  1. filtrationThe mixture is filtered through a pad of diatomaceous earth
  2. concentrationconcentrated under reduced pressure

Sources & evidence

ORD record
ord-08fae3a5966b473d8818b728908593de
Source dataset
uspto-grants-2015_02
Patent number
US08952004B2

Reaction notes

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