Potassium Carbonate → HCID 59337584, compound

HRID 1678085Notes

Reaction equation

HRID 1678085 reaction equation
[C:1]1([C:7]2[CH:12]=[CH:11][N:10]=[C:9]([OH:13])[N:8]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.C([O-])([O-])=O.[K+].[K+].Br[CH2:21][CH2:22][CH2:23][CH2:24][Cl:25]>CN(C)C=O>[Cl:25][CH2:24][CH2:23][CH2:22][CH2:21][N:10]1[CH:11]=[CH:12][C:7]([C:1]2[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=2)=[N:8][C:9]1=[O:13]

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 813641-Bromo-4-chlorobutaneHCID 178517724HCID 178517724, compound

Product 1

HCID 59337584HCID 59337584, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

0.84 g (4.20 mmol) of 4-phenylpyrimidin-2-ol from Example 24.2 was stirred in 8.4 ml of N,N-dimethylformamide (DMF) and 0.58 g (4.20 mmol) of K2CO3 at room temperature for 1 hour. Then 0.72 g (4.20 mmol) of 1-bromo-4-chlorobutane was added dropwise, the reaction mixture was stirred at room temperature for 12 hours, and the reaction mixture was filtered and concentrated. The residue was then taken up in toluene and concentrated, and the residue was again taken up in toluene and concentrated. The resulting residue was stirred with pentane and filtered. Yield: 0.74 g.

Workup

  1. filtrationthe reaction mixture was filtered
  2. concentrationconcentrated
  3. concentrationconcentrated
  4. concentrationconcentrated
  5. stirringThe resulting residue was stirred with pentane
  6. filtrationfiltered

Sources & evidence

ORD record
ord-97cf9124e4a24b8888c15b519b981e11
Source dataset
uspto-grants-2011_08
Patent number
US08008488B2

Reaction notes

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