3-Nitrobenzaldehyde → HCID 86706530, compound

HRID 1486699Notes

Reaction equation

HRID 1486699 reaction equation
[N+](C1C=C(C=CC=1)C=O)([O-])=O.C(N(C)C(C1CCNCC1)=O)C(C)C.[CH2:26]([N:30]([CH3:49])[C:31]([CH:33]1[CH2:38][CH2:37][N:36]([CH2:39][C:40]2[CH:45]=[CH:44][CH:43]=[C:42]([N+:46]([O-])=O)[CH:41]=2)[CH2:35][CH2:34]1)=[O:32])[CH:27]([CH3:29])[CH3:28]>>[CH2:26]([N:30]([CH3:49])[C:31]([CH:33]1[CH2:34][CH2:35][N:36]([CH2:39][C:40]2[CH:45]=[CH:44][CH:43]=[C:42]([NH2:46])[CH:41]=2)[CH2:37][CH2:38]1)=[O:32])[CH:27]([CH3:29])[CH3:28]

Participants

4

Reactant 3

HCID 74493-NitrobenzaldehydeHCID 43272163HCID 43272163, compoundHCID 86706531HCID 86706531, compound

Product 1

HCID 86706530HCID 86706530, compound

Procedure

The title compound is prepared according to the reactions described above starting from 3-nitro-benzaldehyde and piperidine-4-carboxylic acid isobutyl-methyl-amide yielding after reductive amination 1-(3-nitro-benzyl)-piperidine-4-carboxylic acid isobutyl-methyl-amide; LC-MS A: tR=0.61 min; [M+H]+=366.35 followed by reduction with stannous chloride the title compound LC-MS A: tR=0.48 min; [M+H]+=304.24.

Workup

  1. customThe title compound is prepared

Sources & evidence

ORD record
ord-e60ca1d1f2554e7da83dac20fd0787d2
Source dataset
uspto-grants-2016_08
Patent number
US09428456B2

Reaction notes

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