4-Methoxy-3-nitrobenzaldehyde → HCID 86706539, compound

HRID 1486706Notes

Reaction equation

HRID 1486706 reaction equation
COC1C=CC(C=O)=CC=1[N+]([O-])=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][C:44]([O: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]([O: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 7006084-Methoxy-3-nitrobenzaldehydeHCID 7175833N-tert-butylpiperidine-4-carboxamideHCID 86706540HCID 86706540, compound

Product 1

HCID 86706539HCID 86706539, compound

Procedure

The title compound is prepared according to the reactions described for BB-5 above starting from 4-methoxy-3-nitro-benzaldehyde and piperidine-4-carboxylic acid tert-butylamide yielding after reductive amination 1-(4-methoxy-3-nitro-benzyl)-piperidine-4-carboxylic acid tert-butylamide; LC-MS A: tR=0.60 min; [M+H]+=350.22 followed by reduction with stannous chloride the title compound; LC-MS A: tR=0.47 min; [M+H]+=320.26.

Workup

  1. customThe title compound is prepared

Sources & evidence

ORD record
ord-83a928e81f444d82ba43faa449029459
Source dataset
uspto-grants-2016_08
Patent number
US09428456B2

Reaction notes

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