p-Fluoronitrobenzene → rel-(2R,5S)-2,5-Dimethyl-1-(4-nitrophenyl)piperazine

HRID 459853

Reaction equation

HRID 459853 reaction equation
F[C:2]1[CH:7]=[CH:6][C:5]([N+:8]([O-:10])=[O:9])=[CH:4][CH:3]=1.[CH3:11][C@H:12]1[CH2:17][NH:16][C@H:15]([CH3:18])[CH2:14][NH:13]1>CN1C(=O)CCC1>[CH3:11][C@H:12]1[CH2:17][NH:16][C@H:15]([CH3:18])[CH2:14][N:13]1[C:2]1[CH:7]=[CH:6][C:5]([N+:8]([O-:10])=[O:9])=[CH:4][CH:3]=1

Participants

4

Reactant 2

HCID 9590p-FluoronitrobenzeneHCID 2206722,5-Dimethylpiperazine, trans-

Product 1

HCID 57664370rel-(2R,5S)-2,5-Dimethyl-1-(4-nitrophenyl)piperazine

Reagents, catalysts & solvents 1

HCID 13387N-methyl-2-pyrrolidoneSolvent

Procedure

An NMP solution of fluoro-4-nitrobenzene and (±)-trans-2,5-dimethylpiperazine was stirred at an oil bath temperature of 120° C. for 3 hours to obtain (±)-trans-2,5-dimethyl-1-(4-nitrophenyl)piperazine, which was further treated in a similar manner to Example 4 to obtain an objective compound.

Sources & evidence

ORD record
ord-eefa40e2896a40478a7d6d15383254f5
Source dataset
uspto-grants-2007_03
Patent number
US07196080B2

Linked notes

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