Sodium Acetate → HCID 18925246, compound

HRID 1289043Notes

Reaction equation

HRID 1289043 reaction equation
Cl[CH2:2]/[CH:3]=[CH:4]/[CH2:5][N:6]1[C:11]([C:12](=[O:21])[C:13]2[CH:18]=[C:17]([CH3:19])[CH:16]=[C:15]([CH3:20])[CH:14]=2)=[C:10]([CH:22]([CH3:24])[CH3:23])[C:9](=[O:25])[NH:8][C:7]1=[O:26].[C:27]([O-:30])(=[O:29])[CH3:28].[Na+]>CN(C=O)C>[C:27]([O:30][CH2:2]/[CH:3]=[CH:4]/[CH2:5][N:6]1[C:11]([C:12](=[O:21])[C:13]2[CH:18]=[C:17]([CH3:19])[CH:16]=[C:15]([CH3:20])[CH:14]=2)=[C:10]([CH:22]([CH3:24])[CH3:23])[C:9](=[O:25])[NH:8][C:7]1=[O:26])(=[O:29])[CH3:28]

Participants

4

Reactant 2

HCID 517045Sodium AcetateHCID 18925214HCID 18925214, compound

Product 1

HCID 18925246HCID 18925246, compoundYield 70.3%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Conditions

Temperature
100 °C

Procedure

To a solution of 187 mg (0.5 mmol) of the compound obtained from Example 9 in 5 ml of DMF was added 410 mg (5 mmol) of sodium acetate. The reaction mixture was then stirred for about 48 hours at 100° C., and evaporated under reduced pressure to give a yellow-colored residue, which was purified by flash chromatography using a mixture of ethyl acetate and hexane (1:2) as an eluent to afford 140 mg (yield 70%) of the title compound as a colorless syrup.

Workup

  1. customevaporated under reduced pressure
  2. customto give a yellow-colored residue, which
  3. customwas purified by flash chromatography
  4. additiona mixture of ethyl acetate and hexane (1:2) as an eluent

Sources & evidence

ORD record
ord-ebf0d6850d884bdfaffb92c18f92310f
Source dataset
uspto-grants-1998_05
Patent number
US05747500

Reaction notes

Loading…