Phosphorus oxybromide → HCID 86691860, compound

HRID 1616248Notes

Reaction equation

HRID 1616248 reaction equation
[CH3:1][C:2]([CH3:25])([CH3:24])[CH2:3][N:4]1[C:12]2[C:7](=[N:8][C:9]([C:13]3[CH:18]=[C:17]([CH2:19]O)[CH:16]=[CH:15][C:14]=3[CH3:21])=[CH:10][CH:11]=2)[N:6]([CH3:22])[C:5]1=[O:23].P(Br)(Br)([Br:28])=O>C(Cl)Cl.CCOC(C)=O>[Br:28][CH2:19][C:17]1[CH:16]=[CH:15][C:14]([CH3:21])=[C:13]([C:9]2[N:8]=[C:7]3[N:6]([CH3:22])[C:5](=[O:23])[N:4]([CH2:3][C:2]([CH3:25])([CH3:24])[CH3:1])[C:12]3=[CH:11][CH:10]=2)[CH:18]=1

Participants

5

Reactant 2

HCID 24613Phosphorus oxybromideHCID 86691853HCID 86691853, compound

Product 1

HCID 86691860HCID 86691860, compound

Reagents, catalysts & solvents 2

HCID 6344DichloromethaneSolventHCID 8857Ethyl AcetateSolvent

Procedure

To a solution of 51-1 (150 mg, 0.44 mmol) in DCM (2 mL) at 0° C. was added phosphorus oxybromide (126 mg, 0.46 mmol). After 4 hours, the reaction was diluted with EtOAc, and washed with water, saturated aqueous sodium bicarbonate and brine. The organic layer was dried over Na2SO4, filtered and concentrated to give product as a white foam. MS (M+H)+: observed=402.0/404.0, calculated=402.3/404.3.

Workup

  1. washwashed with water, saturated aqueous sodium bicarbonate and brine
  2. dry with materialThe organic layer was dried over Na2SO4
  3. filtrationfiltered
  4. concentrationconcentrated
  5. customto give product as a white foam

Sources & evidence

ORD record
ord-396c492917034bdabb999d94b8e18a2a
Source dataset
uspto-grants-2014_07
Patent number
US08765784B2

Reaction notes

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