N-tert-butylpiperidine-4-carboxamide → HCID 86706543, compound

HRID 1486708Notes

Reaction equation

HRID 1486708 reaction equation
COC1C([N+]([O-])=O)=CC=CC=1C=O.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][CH:44]=[C:43]([N+:47]([O-])=O)[C:42]=2[O:50][CH3:51])[CH2:36][CH2:35]1)=[O:33])([CH3:30])([CH3:29])[CH3:28]>>[C:27]([NH:31][C:32]([CH:34]1[CH2:35][CH2:36][N:37]([CH2:40][C:41]2[CH:46]=[CH:45][CH:44]=[C:43]([NH2:47])[C:42]=2[O:50][CH3:51])[CH2:38][CH2:39]1)=[O:33])([CH3:30])([CH3:29])[CH3:28]

Participants

4

Reactant 3

HCID 7175833N-tert-butylpiperidine-4-carboxamideHCID 140810742-Methoxy-3-nitrobenzaldehydeHCID 86706544HCID 86706544, compound

Product 1

HCID 86706543HCID 86706543, compound

Procedure

The title compound is prepared according to the reactions described for BB-5 above starting from 2-methoxy-3-nitro-benzaldehyde and piperidine-4-carboxylic acid tert-butylamide yielding after reductive amination 1-(2-methoxy-3-nitro-benzyl)-piperidine-4-carboxylic acid tert-butylamide; LC-MS A: tR=0.61 min; [M+H]+=350.22 followed by reduction with stannous chloride the title compound; LC-MS A: tR=0.52 min; [M+H]+=320.27.

Workup

  1. customThe title compound is prepared

Sources & evidence

ORD record
ord-58ce539ee66141b991e67f1ec61a3295
Source dataset
uspto-grants-2016_08
Patent number
US09428456B2

Reaction notes

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