1-(3-methoxy-4-nitrophenyl)-N,N-dimethylpiperidin-4-amine → 1-(4-amino-3-methoxyphenyl)-N,N-dimethylpiperidin-4-amine

HRID 1262055Notes

Reaction equation

HRID 1262055 reaction equation
NC1C=CC(N2CCC[C@H](C(N3CCN(C)CC3)=O)C2)=CC=1OC.[CH3:25][O:26][C:27]1[CH:28]=[C:29]([N:36]2[CH2:41][CH2:40][CH:39]([N:42]([CH3:44])[CH3:43])[CH2:38][CH2:37]2)[CH:30]=[CH:31][C:32]=1[N+:33]([O-])=O>>[NH2:33][C:32]1[CH:31]=[CH:30][C:29]([N:36]2[CH2:41][CH2:40][CH:39]([N:42]([CH3:43])[CH3:44])[CH2:38][CH2:37]2)=[CH:28][C:27]=1[O:26][CH3:25]

Participants

3

Reactant 2

HCID 574161521-(3-methoxy-4-nitrophenyl)-N,N-dimethylpiperidin-4-amineHCID 66711468HCID 66711468, compound

Product 1

HCID 574161531-(4-amino-3-methoxyphenyl)-N,N-dimethylpiperidin-4-amine

Procedure

[1-(4-Amino-3-methoxy-phenyl)-piperidin-4-yl]-dimethyl-amine was prepared in an analogous fashion to [(S)-1-(4-Amino-3-methoxy-phenyl)-piperidin-3-yl]-(4-methyl-piperazin-1-yl)-methanone of Example 460c replacing [(S)-1-(3-Methoxy-4-nitro-phenyl)-piperidin-3-yl]-(4-methyl-piperazin-1-yl)-methanone with [1-(3-Methoxy-4-nitro-phenyl)-piperidine-4-yl]dimethyl-amine (280 mg, 100%). LC/MS (E/I+) 249 (M+H).

Sources & evidence

ORD record
ord-122baea12c0c4d9b8adef27230214d8b
Source dataset
uspto-grants-2013_06
Patent number
US08471005B2

Reaction notes

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