4-Ethyl-3-nitrobenzaldehyde → HCID 131736803, compound

HRID 1486712Notes

Reaction equation

HRID 1486712 reaction equation
C(C1C=CC(C=O)=CC=1[N+]([O-])=O)C.C(NC(C1CCNCC1)=O)(C)(C)C.[C:27]([NH:31][C:32]([CH:34]1[CH2:39][CH2:38][N:37]([CH2:40][C:41]2[CH:46]=[CH:45][C:44]([CH2:47][CH3:48])=[C:43]([N+:49]([O-])=O)[CH:42]=2)[CH2:36][CH2:35]1)=[O:33])([CH3:30])([CH3:29])[CH3:28]>>[C:27]([NH:31][C:32]([CH:34]1[CH2:39][CH2:38][N:37]([CH2:40][C:41]2[CH:46]=[CH:45][C:44]([CH2:47][CH3:48])=[C:43]([NH2:49])[CH:42]=2)[CH2:36][CH2:35]1)=[O:33])([CH3:30])([CH3:29])[CH3:28]

Participants

4

Reactant 3

HCID 20604574-Ethyl-3-nitrobenzaldehydeHCID 7175833N-tert-butylpiperidine-4-carboxamideHCID 131736804HCID 131736804, compound

Product 1

HCID 131736803HCID 131736803, compound

Procedure

The title compound is prepared according to the reactions described for BB-5 above starting from 4-ethyl-3-nitro-benzaldehyde and piperidine-4-carboxylic acid tert-butylamide yielding after reductive amination 1-(4-ethyl-3-nitro-benzyl)-piperidine-4-carboxylic acid tert-butylamide; LC-MS A: tR=0.67 min; [M+H]+=348.18 followed by reduction with stannous chloride the title compound; LC-MS A: tR=0.53 min; [M+H]+=318.22.

Workup

  1. customThe title compound is prepared

Sources & evidence

ORD record
ord-193694323ad743f6ab847265ff1e293d
Source dataset
uspto-grants-2016_08
Patent number
US09428456B2

Reaction notes

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