HCID 58256124, compound → HCID 59302552, compound

HRID 1019598Notes

Reaction equation

HRID 1019598 reaction equation
[CH2:1]([O:3][C:4]([N:6]1[CH2:12][CH2:11][C:10]2[C:13]([Br:17])=[C:14](Br)[S:15][C:9]=2[CH2:8][CH2:7]1)=[O:5])[CH3:2]>CC(O)=O.O.[Zn]>[CH2:1]([O:3][C:4]([N:6]1[CH2:12][CH2:11][C:10]2[C:13]([Br:17])=[CH:14][S:15][C:9]=2[CH2:8][CH2:7]1)=[O:5])[CH3:2]

Participants

5

Reactant 1

HCID 58256124HCID 58256124, compound

Product 1

HCID 59302552HCID 59302552, compoundYield 73.7%

Reagents, catalysts & solvents 3

HCID 23994ZincCatalystHCID 176Acetic AcidSolventHCID 962WaterSolvent2×

Procedure

The product of step (e) (1.3 g, 3.39 mmol) was dissolved in 1:1 HOAc:water (40 mL), treated with Zn dust (0.44 g, 6.79 mmol), and heated to reflux for 1 hour. The reaction was cooled, diluted with water and extracted 2×EtOAc. The organic extracts were dried over MgSO4 and concentrated to give 0.76 g of the sub-title compound.

Workup

  1. temperatureheated
  2. temperatureto reflux for 1 hour
  3. temperatureThe reaction was cooled
  4. extractionextracted 2×EtOAc
  5. dry with materialThe organic extracts were dried over MgSO4
  6. concentrationconcentrated

Sources & evidence

ORD record
ord-6c1356435264465bbfaf0326249560e4
Source dataset
uspto-grants-2014_05
Patent number
US08716276B2

Reaction notes

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