Chloroacetyl chloride → HCID 68526802, compound

HRID 1932515Notes

Reaction equation

HRID 1932515 reaction equation
[N:1]1([C:7]2[CH:32]=[CH:31][C:10]([O:11][C:12]3[N:17]=[CH:16][C:15]([NH:18][C:19](=[O:30])[C:20]4[CH:25]=[CH:24][C:23]([C:26]([F:29])([F:28])[F:27])=[CH:22][CH:21]=4)=[CH:14][CH:13]=3)=[CH:9][CH:8]=2)[CH2:6][CH2:5][NH:4][CH2:3][CH2:2]1.C(N(CC)CC)C.[Cl:40][CH2:41][C:42](Cl)=[O:43].C(OCC)(=O)C>CN(C=O)C>[Cl:40][CH2:41][C:42]([N:4]1[CH2:5][CH2:6][N:1]([C:7]2[CH:8]=[CH:9][C:10]([O:11][C:12]3[N:17]=[CH:16][C:15]([NH:18][C:19](=[O:30])[C:20]4[CH:25]=[CH:24][C:23]([C:26]([F:27])([F:28])[F:29])=[CH:22][CH:21]=4)=[CH:14][CH:13]=3)=[CH:31][CH:32]=2)[CH2:2][CH2:3]1)=[O:43]

Participants

6

Reactant 4

HCID 6577Chloroacetyl chlorideHCID 8471TriethylamineHCID 8857Ethyl AcetateHCID 68528892HCID 68528892, compound

Product 1

HCID 68526802HCID 68526802, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

To a solution of N-[6-(4-piperazinophenoxy)-3-pyridyl]-4-(trifluoromethyl)benzamide (885 mg, 2.00 mmol) in DMF (20 mL) were added triethylamine (0.418 mL, 3.00 mmol) and chloroacetyl chloride (0.191 g, 2.40 mmol), and the resulting reaction solution was stirred for 10 minutes at room temperature. To this reaction solution was added ethyl acetate. The resulting solution was washed with water, and then dried over anhydrous magnesium sulfate. The solvent was evaporated, to thereby yield 1.00 g of the title compound.

Workup

  1. customthe resulting reaction solution
  2. washThe resulting solution was washed with water
  3. dry with materialdried over anhydrous magnesium sulfate
  4. customThe solvent was evaporated

Sources & evidence

ORD record
ord-52f6eaf9c59741d1aaeeafd4733e129d
Source dataset
uspto-grants-2012_05
Patent number
US08188277B2

Reaction notes

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