Water → HCID 18385439, compound

HRID 2298033Notes

Reaction equation

HRID 2298033 reaction equation
[C:1]([O:5][C:6]([N:8]1[CH:12]=[C:11]([C:13]2[C:21]3[C:16](=[CH:17][CH:18]=[CH:19][CH:20]=3)[N:15]([CH3:22])[CH:14]=2)[N:10]([C:23]2[C:31]3[C:26](=[CH:27][CH:28]=[CH:29][CH:30]=3)[N:25](C(OCC(Cl)(Cl)Cl)=O)[CH:24]=2)[C:9]1=[O:40])=[O:7])([CH3:4])([CH3:3])[CH3:2].C(OCC)(=O)C.O>CN(C=O)C.C(O)(=O)C.[Cl-].[Cd+2].[Cl-]>[C:1]([O:5][C:6]([N:8]1[CH:12]=[C:11]([C:13]2[C:21]3[C:16](=[CH:17][CH:18]=[CH:19][CH:20]=3)[N:15]([CH3:22])[CH:14]=2)[N:10]([C:23]2[C:31]3[C:26](=[CH:27][CH:28]=[CH:29][CH:30]=3)[NH:25][CH:24]=2)[C:9]1=[O:40])=[O:7])([CH3:4])([CH3:2])[CH3:3]

Participants

7

Reactant 3

HCID 962WaterHCID 8857Ethyl AcetateHCID 18385398HCID 18385398, compound

Product 1

HCID 18385439HCID 18385439, compoundYield 81%

Reagents, catalysts & solvents 3

HCID 24633Cadmium chloride, dihydrateCatalystHCID 176Acetic AcidSolventHCID 6228DimethylformamideSolvent

Procedure

The product of step d) (0.21 g, 0.34 mmol), zink powder (0.23 g, 3.44 mmol) and cadmium(II) chloride (0.020 g, 0.086 mmol) was suspended in DMF (4 ml) and acetic acid (4 ml). The suspension was stirred for 1 hour at room temperature, ethyl acetate (10 ml) and water (20 ml) were added and the phases separated. The organic phase was washed with water (3×5 ml), dried over Na2SO4. Solvent removal followed by chromatographic purification on silica, eluting with ethyl acetate, gave the sub-title product (0.12 g, 81%) as a colourless solid.

Workup

  1. customthe phases separated
  2. washThe organic phase was washed with water (3×5 ml)
  3. dry with materialdried over Na2SO4
  4. customSolvent removal
  5. customfollowed by chromatographic purification on silica
  6. washeluting with ethyl acetate

Sources & evidence

ORD record
ord-3719b22641c9426685bfcaf9ce336f39
Source dataset
uspto-grants-2002_12
Patent number
US06492409B1

Reaction notes

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