Diisopropylamine → HCID 22273392, compound

HRID 1838801Notes

Reaction equation

HRID 1838801 reaction equation
[CH3:1][C:2]1[CH:7]=[CH:6][CH:5]=[C:4]([CH3:8])[C:3]=1[NH:9][C:10](=[O:13])[CH2:11]Cl.[CH3:14][CH:15]1[CH2:20][NH:19][CH2:18][CH:17]([CH3:21])[NH:16]1.C(NC(C)C)(C)C>C(O)C>[CH3:1][C:2]1[CH:7]=[CH:6][CH:5]=[C:4]([CH3:8])[C:3]=1[NH:9][C:10](=[O:13])[CH2:11][N:19]1[CH2:18][CH:17]([CH3:21])[NH:16][CH:15]([CH3:14])[CH2:20]1

Participants

5

Reactant 3

HCID 7912DiisopropylamineHCID 660562,6-DimethylpiperazineHCID 707982-Chloro-N-(2,6-dimethylphenyl)acetamide

Product 1

HCID 22273392HCID 22273392, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

To a solution of compound 3 (5 g, 25.2 mmol) in ethanol (100 mL) was added 2,6-dimethylpiperazine 4 (2.1 g, 25.0 mmol) and N,N-diisopropylamine (3.2 g, 25.2 mmol). The reaction mixture was refluxed for 24 h. The mixture was concentrated in vacuo and the residue was purified by column chromatography (10:1, DCM:MeOH) to afford compound 5.

Workup

  1. temperatureThe reaction mixture was refluxed for 24 h
  2. concentrationThe mixture was concentrated in vacuo
  3. customthe residue was purified by column chromatography (10:1, DCM:MeOH)

Sources & evidence

ORD record
ord-4427b6f0b55642278e1af8861512980d
Source dataset
uspto-grants-2004_01
Patent number
US06677336B2

Reaction notes

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