1-[2-(Piperidin-4-yl)ethyl]piperidine → HCID 67321965, compound

HRID 1846642Notes

Reaction equation

HRID 1846642 reaction equation
Cl[C:2]1[CH:13]=[CH:12][C:5]([C:6]([NH:8][CH:9]2[CH2:11][CH2:10]2)=[O:7])=[CH:4][C:3]=1[N+:14]([O-:16])=[O:15].[NH:17]1[CH2:22][CH2:21][CH:20]([CH2:23][CH2:24][N:25]2[CH2:30][CH2:29][CH2:28][CH2:27][CH2:26]2)[CH2:19][CH2:18]1>C(#N)C>[CH:9]1([NH:8][C:6](=[O:7])[C:5]2[CH:12]=[CH:13][C:2]([N:17]3[CH2:18][CH2:19][CH:20]([CH2:23][CH2:24][N:25]4[CH2:30][CH2:29][CH2:28][CH2:27][CH2:26]4)[CH2:21][CH2:22]3)=[C:3]([N+:14]([O-:16])=[O:15])[CH:4]=2)[CH2:11][CH2:10]1

Participants

4

Reactant 2

HCID 2962921-[2-(Piperidin-4-yl)ethyl]piperidineHCID 8818394-chloro-n-cyclopropyl-3-nitrobenzamide

Product 1

HCID 67321965HCID 67321965, compoundYield 79.9%

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Conditions

Temperature
110 °C

Procedure

A mixture of 0.612 g (2.51 mmol) of 4-chloro-N-cyclopropyl-3-nitro-benzamide and 0.50 g (2.5 mmol) of 1-(2-piperidin-4-yl-ethyl)-piperidine in acetonitrile (0.5 mL) are heated at 110° C. for 30 minutes in a microwave reactor. The mixture is cooled to room temperature and concentrated under reduced pressure. The residue is purified by flash silica gel chromatography to provide 0.80 g (79%) of N-cyclopropyl-3-nitro-4-[4-(2-piperidin-1-yl-ethyl)-piperidin-1-yl]-benzamide.

Workup

  1. temperatureThe mixture is cooled to room temperature
  2. concentrationconcentrated under reduced pressure
  3. customThe residue is purified by flash silica gel chromatography

Sources & evidence

ORD record
ord-c3e7674e77474d05bf5a90491ba5f0af
Source dataset
uspto-grants-2015_02
Patent number
US08952004B2

Reaction notes

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