Ethanol → [1-(4-Amino-phenyl)-piperidin-3-yl]-(4-methyl-piperazin-1-yl)-methanone

HRID 1262036Notes

Reaction equation

HRID 1262036 reaction equation
CO[C:3]1C=[C:7]([N:9]2[CH2:14][CH2:13][N:12]([CH3:15])[CH2:11][CH2:10]2)[CH:6]=[CH:5][C:4]=1N.CO[C:19]1[CH:20]=[C:21]([N:28]2CCN(C)C[CH2:29]2)[CH:22]=[CH:23][C:24]=1[N+:25]([O-])=O.CC[OH:37]>CO>[NH2:25][C:24]1[CH:23]=[CH:22][C:21]([N:28]2[CH2:3][CH2:4][CH2:5][CH:6]([C:7]([N:9]3[CH2:10][CH2:11][N:12]([CH3:15])[CH2:13][CH2:14]3)=[O:37])[CH2:29]2)=[CH:20][CH:19]=1

Participants

5

Reactant 3

HCID 702EthanolHCID 201362532-Methoxy-4-(4-methylpiperazin-1-yl)anilineHCID 567772431-(3-Methoxy-4-nitrophenyl)-4-methylpiperazine

Product 1

HCID 66711816[1-(4-Amino-phenyl)-piperidin-3-yl]-(4-methyl-piperazin-1-yl)-methanone

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

[1-(4-Amino-phenyl)-piperidin-3-yl]-(4-methyl-piperazin-1-yl)-methanone was prepared in a similar manner as 2-Methoxy-4-(4-methyl-piperazin-1-yl)-phenylamine of Example 33 after substituting (4-Methyl-piperazin-1-yl)-[1-(4-nitro-phenyl)-piperidin-3-yl]-methanone for 1-(3-Methoxy-4-nitro-phenyl)-4-methyl-piperazine, and using EtOH as the solvent rather than MeOH (75 mg, 99%). LC/MS (E/I+) 303.19 (M+H).

Sources & evidence

ORD record
ord-eda792184ab041dcb6e6da5d26ad046c
Source dataset
uspto-grants-2013_06
Patent number
US08471005B2

Reaction notes

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