1-Methyl-4-[1-(4-nitro-phenyl)-piperidin-3-ylmethyl]-piperazine → HCID 66711627, compound

HRID 1262047Notes

Reaction equation

HRID 1262047 reaction equation
CN1CCN(CC2CCCN(C3C=CC([N+]([O-])=O)=CC=3)C2)CC1.[CH3:24][O:25][C:26]1[CH:27]=[C:28]([N:35]2[CH2:40][CH2:39][CH2:38][C@H:37]([C:41]([N:43]3[CH2:48][CH2:47][N:46]([CH3:49])[CH2:45][CH2:44]3)=O)[CH2:36]2)[CH:29]=[CH:30][C:31]=1[N+:32]([O-:34])=[O:33]>>[CH3:24][O:25][C:26]1[CH:27]=[C:28]([N:35]2[CH2:40][CH2:39][CH2:38][C@H:37]([CH2:41][N:43]3[CH2:44][CH2:45][N:46]([CH3:49])[CH2:47][CH2:48]3)[CH2:36]2)[CH:29]=[CH:30][C:31]=1[N+:32]([O-:34])=[O:33]

Participants

3

Reactant 2

HCID 667114451-Methyl-4-[1-(4-nitro-phenyl)-piperidin-3-ylmethyl]-piperazineHCID 66711868[(S)-1-(3-Methoxy-4-nitro-phenyl)-piperidin-3-yl]-(4-methyl-piperazin-1-yl)-methanone

Product 1

HCID 66711627HCID 66711627, compound

Procedure

1-[(R)-1-(3-Methoxy-4-nitro-phenyl)-piperidin-3-ylmethyl]-4-methyl-piperazine was prepared in an analogous fashion to 1-Methyl-4-[1-(4-nitro-phenyl)-piperidin-3-ylmethyl]-piperazine of Example 455a replacing (4-Methyl-piperazin-1-yl)-[1-(4-nitro-phenyl)-piperidin-3-yl]-methanone with [(S)-1-(3-Methoxy-4-nitro-phenyl)-piperidin-3-yl]-(4-methyl-piperazin-1-yl)-methanone. 1-[(R)-1-(3-Methoxy-4-nitro-phenyl)-piperidin-3-ylmethyl]-4-methyl-piperazine was isolated as an orange oil (170 mg, 77%). LC/MS (E/I+) 349.20 (M+H).

Sources & evidence

ORD record
ord-5c41bfa16a0f4451a723ab02a9d92a17
Source dataset
uspto-grants-2013_06
Patent number
US08471005B2

Reaction notes

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