Hydrogen Bromide → HCID 53415635, compound

HRID 1710683Notes

Reaction equation

HRID 1710683 reaction equation
Br.[F:2][C:3]1[CH:4]=[C:5]([C:9](=[O:17])[CH2:10][C:11]2[CH:16]=[CH:15][N:14]=[CH:13][CH:12]=2)[CH:6]=[CH:7][CH:8]=1.O.C(=O)([O-])[O-:20].[Na+].[Na+]>CS(C)=O>[F:2][C:3]1[CH:4]=[C:5]([C:9](=[O:17])[C:10]([C:11]2[CH:12]=[CH:13][N:14]=[CH:15][CH:16]=2)=[O:20])[CH:6]=[CH:7][CH:8]=1

Participants

6

Reactant 4

HCID 260Hydrogen BromideHCID 962WaterHCID 10340Sodium CarbonateHCID 112528861-(3-FLUOROPHENYL)-2-(4-PYRIDYL)ETHANONE

Product 1

HCID 53415635HCID 53415635, compoundYield 67%

Reagents, catalysts & solvents 1

HCID 679Dimethyl SulfoxideSolvent

Procedure

Hydrobromic acid (7.9 mL, 48% in H2O, 69.7 mmol) was added with caution to a stirred solution of 1-(3-fluorophenyl)-2-pyridin-4-ylethanone (5.0 g, 23.2 mmol) in DMSO (40 mL) at 55° C. The reaction was stirred for 2 h and then allowed to cool to room temperature. Water was added and the aqueous phase was neutralized with solid sodium carbonate and extracted twice with ethyl acetate. The organic extracts were washed with brine, dried (MgSO4) and evaporated under reduced pressure to provide the title compound as a yellow solid (2.85 g, 67%).

Workup

  1. extractionextracted twice with ethyl acetate
  2. washThe organic extracts were washed with brine
  3. dry with materialdried (MgSO4)
  4. customevaporated under reduced pressure

Sources & evidence

ORD record
ord-8d5fc2115ea74068aa74da0f2732b7b7
Source dataset
uspto-grants-2010_09
Patent number
US07790728B2

Reaction notes

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