Dimethylamine → N,N-dimethyl-1-(4-nitrophenyl)piperidine-4-carboxamide

HRID 2236827Notes

Reaction equation

HRID 2236827 reaction equation
[CH3:1][NH:2][CH3:3].Cl.[N+:5]([C:8]1[CH:13]=[CH:12][C:11]([N:14]2[CH2:19][CH2:18][CH:17]([C:20](Cl)=[O:21])[CH2:16][CH2:15]2)=[CH:10][CH:9]=1)([O-:7])=[O:6]>>[CH3:1][N:2]([CH3:3])[C:20]([CH:17]1[CH2:18][CH2:19][N:14]([C:11]2[CH:12]=[CH:13][C:8]([N+:5]([O-:7])=[O:6])=[CH:9][CH:10]=2)[CH2:15][CH2:16]1)=[O:21]

Participants

3

Reactant 2

HCID 674DimethylamineHCID 875420011-(4-Nitrophenyl)piperidine-4-carboxylic acid chloride hydrochloride

Product 1

HCID 16370119N,N-dimethyl-1-(4-nitrophenyl)piperidine-4-carboxamide

Procedure

Dimethylamine (2.0 M solution in tetrahydrofuran, 2 mL) is added to 1-(4-nitrophenyl)piperidine-4-carboxylic acid chloride hydrochloride (0.15 g, 0.5 mmol). When the combined compounds fully reacted, the reaction mixture is concentrated under reduced pressure, then taken up in methanol. Water is added and the resulting solid is collected to give 1-(4-nitro-phenyl)-piperidine-4-carboxylic acid dimethylamide, which is used without further purification in the subsequent step.

Workup

  1. customWhen the combined compounds fully reacted
  2. concentrationthe reaction mixture is concentrated under reduced pressure
  3. additionWater is added
  4. customthe resulting solid is collected

Sources & evidence

ORD record
ord-29ab58467ed74bd6bd27c801fb4e2188
Source dataset
uspto-grants-2010_05
Patent number
US07713994B2

Reaction notes

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