Triethylamine → HCID 22718211, compound

HRID 1582747Notes

Reaction equation

HRID 1582747 reaction equation
ClCCC1C=C(F)C=[CH:6][C:5]=1[S:11]([C:14]1[CH:19]=[CH:18][C:17]([F:20])=[CH:16][C:15]=1CCCl)(=[O:13])=[O:12].[C:24]([O:28][C:29]([N:31]1[CH2:36][CH2:35][NH:34][CH2:33][CH2:32]1)=[O:30])([CH3:27])([CH3:26])[CH3:25].C(N(CC)CC)C>O1CCCC1.C(OCC)(=O)C>[F:20][C:17]1[CH:16]=[CH:15][C:14]([S:11]([CH2:5][CH2:6][N:34]2[CH2:33][CH2:32][N:31]([C:29]([O:28][C:24]([CH3:27])([CH3:26])[CH3:25])=[O:30])[CH2:36][CH2:35]2)(=[O:12])=[O:13])=[CH:19][CH:18]=1

Participants

6

Reactant 3

HCID 8471TriethylamineHCID 143452tert-Butyl piperazine-1-carboxylateHCID 69555747HCID 69555747, compound

Product 1

HCID 22718211HCID 22718211, compound

Reagents, catalysts & solvents 2

HCID 8028TetrahydrofuranSolventHCID 8857Ethyl AcetateSolvent

Procedure

2-Chloroethyl-4-fluorophenyl sulfone (2.5 g), N-(t-butoxycarbonyl)piperazine (2.3 g) and triethylamine (1.7 ml) were dissolved in tetrahydrofuran (30 ml) and stirred overnight at room temperature. The reaction mixture was diluted with ethyl acetate, washed with water, dried, and evaporated. The residue was purified by Cromatorex NH silica gel column chromatography (hexane/ethyl acetate system) to give the title compound (4.4 g, quantitatively) as a colorless oil.

Workup

  1. washwashed with water
  2. customdried
  3. customevaporated
  4. customThe residue was purified by Cromatorex NH silica gel column chromatography (hexane/ethyl acetate system)

Sources & evidence

ORD record
ord-6016643d5ce94e0ba004d3056fb4675d
Source dataset
uspto-grants-2004_05
Patent number
US06737425B1

Reaction notes

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