1-(4-Nitrophenyl)piperidine-3-carboxylic acid → (4-Methyl-piperazin-1-yl)-[1-(4-nitro-phenyl)-piperidin-3-yl]-methanone

HRID 1262038Notes

Reaction equation

HRID 1262038 reaction equation
[CH3:1][N:2]1[CH2:7][CH2:6][N:5]([C:8]([CH:10]2[CH2:15][CH2:14][CH2:13][N:12]([C:16]3[CH:21]=[CH:20][C:19]([N+:22]([O-:24])=[O:23])=[CH:18][CH:17]=3)[CH2:11]2)=[O:9])[CH2:4][CH2:3]1.[N+:25]([C:28]1[CH:33]=[CH:32][C:31]([N:34]2[CH2:39][CH2:38][CH2:37][CH:36](C(O)=O)[CH2:35]2)=[CH:30][CH:29]=1)([O-:27])=[O:26]>O>[CH3:1][N:2]1[CH2:7][CH2:6][N:5]([C:8]([CH:37]2[CH2:36][CH2:35][N:34]([C:31]3[CH:30]=[CH:29][C:28]([N+:25]([O-:27])=[O:26])=[CH:33][CH:32]=3)[CH2:39][CH2:38]2)=[O:9])[CH2:4][CH2:3]1.[CH3:1][N:2]1[CH2:3][CH2:4][N:5]([C:8]([CH:10]2[CH2:15][CH2:14][CH2:13][N:12]([C:16]3[CH:21]=[CH:20][C:19]([N+:22]([O-:24])=[O:23])=[CH:18][CH:17]=3)[CH2:11]2)=[O:9])[CH2:6][CH2:7]1

Participants

5

Reactant 2

HCID 167694841-(4-Nitrophenyl)piperidine-3-carboxylic acidHCID 66711465(4-Methyl-piperazin-1-yl)-[1-(4-nitro-phenyl)-piperidin-3-yl]-methanone

Product 2

HCID 66711465(4-Methyl-piperazin-1-yl)-[1-(4-nitro-phenyl)-piperidin-3-yl]-methanoneHCID 66712189(4-Methyl-piperazin-1-yl)-[1-(4-nitro-phenyl)-piperidin-4-yl]-methanone

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

(4-Methyl-piperazin-1-yl)-[1-(4-nitro-phenyl)-piperidin-4-yl]-methanone was prepared in a similar manner as (4-Methyl-piperazin-1-yl)-[1-(4-nitro-phenyl)-piperidin-3-yl]-methanone of Example 443a after substituting 1-(4-Nitro-phenyl)-piperidine-4-carboxylic acid for 1-(4-Nitro-phenyl)-piperidine-3-carboxylic acid. (4-Methyl-piperazin-1-yl)-[1-(4-nitro-phenyl)-piperidin-3-yl]-methanone was isolated as a yellow solid from water (570 mg, 86%). LC: 100%; LC/MS (E/I+) 333.13 (M+H).

Sources & evidence

ORD record
ord-5cb5a833d1e449539e7efdef3fc28254
Source dataset
uspto-grants-2013_06
Patent number
US08471005B2

Reaction notes

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