HCID 57489618, compound → 1-Piperazinecarboxylic acid, 4-(4-aMinophenyl)-, phenylMethyl ester

HRID 2099137Notes

Reaction equation

HRID 2099137 reaction equation
[N+:1]([C:4]1[CH:9]=[CH:8][C:7]([N:10]2[CH2:15][CH2:14][N:13]([C:16]([O:18][CH2:19][C:20]3[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=3)=[O:17])[CH2:12][CH2:11]2)=[CH:6][CH:5]=1)([O-])=O.[H][H]>CO.[Ni]>[NH2:1][C:4]1[CH:5]=[CH:6][C:7]([N:10]2[CH2:11][CH2:12][N:13]([C:16]([O:18][CH2:19][C:20]3[CH:21]=[CH:22][CH:23]=[CH:24][CH:25]=3)=[O:17])[CH2:14][CH2:15]2)=[CH:8][CH:9]=1

Participants

5

Reactant 2

HCID 57489618HCID 57489618, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 574896191-Piperazinecarboxylic acid, 4-(4-aMinophenyl)-, phenylMethyl ester

Reagents, catalysts & solvents 2

HCID 935NickelCatalystHCID 887MethanolSolvent

Procedure

11.28 g (33.04 mmol) benzyl 4-(4-nitro-phenyl)-piperazine-1-carboxylate are dissolved in 500 mL methanol and combined with 1 g Raney nickel. The mixture is hydrogenated for 18 h at 5 bar hydrogen pressure. Then the catalyst is filtered off and the residue is combined with 70 mL of aqueous 1 N hydrochloric acid and the solvent is eliminated in vacuo.

Workup

  1. filtrationThen the catalyst is filtered off

Sources & evidence

ORD record
ord-bee9cda571c04bf683c6eeccc6dcf620
Source dataset
uspto-grants-2009_08
Patent number
US07569561B2

Reaction notes

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