Ethyl bromoacetate → HCID 68689500, compound

HRID 2240545Notes

Reaction equation

HRID 2240545 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([S:8]([C:11]2[C:19]3[C:14](=[CH:15][CH:16]=[C:17]([CH3:20])[CH:18]=3)[NH:13][C:12]=2[CH3:21])(=[O:10])=[O:9])=[CH:4][CH:3]=1.[H-].[Na+].[CH2:24]([O:26][C:27](=[O:30])[CH2:28]Br)[CH3:25]>C(O)C>[CH2:24]([O:26][C:27](=[O:30])[CH2:28][N:13]1[C:14]2[C:19](=[CH:18][C:17]([CH3:20])=[CH:16][CH:15]=2)[C:11]([S:8]([C:5]2[CH:4]=[CH:3][C:2]([Cl:1])=[CH:7][CH:6]=2)(=[O:10])=[O:9])=[C:12]1[CH3:21])[CH3:25]

Participants

5

Reactant 3

HCID 7748Ethyl bromoacetateHCID 24758Sodium hydrideHCID 68480837HCID 68480837, compound

Product 1

HCID 68689500HCID 68689500, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

The product of step (b) (1.27 g) was dissolved in THE (20 ml) at ° C. and NaH (0.115 g, 60% dispersion in oil) was added and stirred for 30 min. Ethylbromoacetate (0.66 ml) was then added and stirred for 1 h at room temperature. Ethanol was added to quench the reaction, the solvent was removed and the product washed with water and extracted with EtOAc. Purification by Flash column chromatography (30% EtOAc/hexane as eluent) gave the sub-title compound (0.716 g).

Workup

  1. stirringstirred for 1 h at room temperature
  2. customto quench
  3. customthe reaction
  4. customthe solvent was removed
  5. washthe product washed with water
  6. extractionextracted with EtOAc
  7. customPurification by Flash column chromatography (30% EtOAc/hexane as eluent)

Sources & evidence

ORD record
ord-0a1b6a1a1b674d43a6832681a0ffeaa3
Source dataset
uspto-grants-2010_05
Patent number
US07723373B2

Reaction notes

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