1-(3-Methoxy-4-nitro-phenyl)-4-pyrrolidin-1-yl-piperidine → 2-Methoxy-4-(4-(pyrrolidin-1-yl)piperidin-1-yl)aniline

HRID 1262059Notes

Reaction equation

HRID 1262059 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]3[CH2:46][CH2:45][CH2:44][CH2:43]3)[CH2:38][CH2:37]2)[CH:30]=[CH:31][C:32]=1[N+:33]([O-])=O>>[CH3:25][O:26][C:27]1[CH:28]=[C:29]([N:36]2[CH2:41][CH2:40][CH:39]([N:42]3[CH2:46][CH2:45][CH2:44][CH2:43]3)[CH2:38][CH2:37]2)[CH:30]=[CH:31][C:32]=1[NH2:33]

Participants

3

Reactant 2

HCID 574161471-(3-Methoxy-4-nitro-phenyl)-4-pyrrolidin-1-yl-piperidineHCID 66711468HCID 66711468, compound

Product 1

HCID 574161462-Methoxy-4-(4-(pyrrolidin-1-yl)piperidin-1-yl)aniline

Procedure

2-Methoxy-4-(4-pyrrolidin-1-yl-piperidin-1-yl)-phenylamine 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)-4-pyrrolidin-1-yl-piperidine (280 mg, 89%). LC/MS (E/I+) 276.16 (M+H).

Sources & evidence

ORD record
ord-79d2fea58c464644b8666241fc5c5cf7
Source dataset
uspto-grants-2013_06
Patent number
US08471005B2

Reaction notes

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