Phosphorus oxybromide → HCID 70869097, compound

HRID 1844731Notes

Reaction equation

HRID 1844731 reaction equation
[C:1]([C:5]1[NH:10][C:9](=[O:11])[CH:8]=[C:7](O)[CH:6]=1)([CH3:4])([CH3:3])[CH3:2].P(Br)(Br)([Br:15])=O>CN(C=O)C>[Br:15][C:7]1[CH:6]=[C:5]([C:1]([CH3:4])([CH3:3])[CH3:2])[NH:10][C:9](=[O:11])[CH:8]=1

Participants

4

Reactant 2

HCID 24613Phosphorus oxybromideHCID 54704836HCID 54704836, compound

Product 1

HCID 70869097HCID 70869097, compoundYield 80%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Conditions

Temperature
90 °C

Procedure

To a solution of compound 17a (9.7 g, 60 mmol) in DMF (100 mL) was added POBr3 (17.2 g, 60 mmol) and the mixture was heated at 90° C. for 2 h. Then the resulting mixture was concentrated. Water was added and the mixture was extracted with EA. The organic layer was washed with brine, concentrated and purified by CC (PE/EA=5/1) to give compound 17b (11 g, 80%) as a yellow solid.

Workup

  1. concentrationThen the resulting mixture was concentrated
  2. additionWater was added
  3. extractionthe mixture was extracted with EA
  4. washThe organic layer was washed with brine
  5. concentrationconcentrated
  6. custompurified by CC (PE/EA=5/1)

Sources & evidence

ORD record
ord-f48641a9d5544c649d709e7b8c80fbb3
Source dataset
uspto-grants-2015_02
Patent number
US08946446B2

Reaction notes

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