Triethylamine → HCID 58910055, compound

HRID 1295980Notes

Reaction equation

HRID 1295980 reaction equation
[CH3:1][O:2][CH2:3][C:4](Cl)=[O:5].[Br:7][C:8]1[CH:9]=[C:10]([C:22]([CH3:25])([CH3:24])[CH3:23])[C:11]([O:20][CH3:21])=[C:12]([N:14]2[CH2:19][CH2:18][NH:17][CH2:16][CH2:15]2)[CH:13]=1.C(N(CC)CC)C>C(Cl)Cl.C(OCC)(=O)C>[Br:7][C:8]1[CH:9]=[C:10]([C:22]([CH3:25])([CH3:24])[CH3:23])[C:11]([O:20][CH3:21])=[C:12]([N:14]2[CH2:15][CH2:16][N:17]([C:4](=[O:5])[CH2:3][O:2][CH3:1])[CH2:18][CH2:19]2)[CH:13]=1

Participants

6

Reactant 3

HCID 8471TriethylamineHCID 96623Methoxyacetyl chlorideHCID 589099601-(5-Bromo-3-(tert-butyl)-2-methoxyphenyl]piperazine

Product 1

HCID 58910055HCID 58910055, compound

Reagents, catalysts & solvents 2

HCID 6344DichloromethaneSolventHCID 8857Ethyl AcetateSolvent

Procedure

Methoxyacetyl chloride (0.28 ml) was added to a solution of 1-[5-bromo-3-(tert-butyl)-2-methoxyphenyl]piperazine (850 mg) and triethylamine (0.73 ml) in methylene chloride (12 ml) while cooling on ice, the mixture was brought to room temperature and stirred for 1 hour. The reaction mixture was diluted with ethyl acetate, the insoluble portion was filtered off, and the concentrated residue was purified by silica gel column chromatography (solvent: n-hexane-ethyl acetate) to yield the title compound (730 mg) as light red crystals (70%).

Workup

  1. temperaturewhile cooling on ice
  2. customwas brought to room temperature
  3. filtrationthe insoluble portion was filtered off
  4. customthe concentrated residue was purified by silica gel column chromatography (solvent: n-hexane-ethyl acetate)

Sources & evidence

ORD record
ord-574697bbba0943ca891ee85ce83690ad
Source dataset
uspto-grants-2007_07
Patent number
US07244730B2

Reaction notes

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