Water → HCID 14276131, compound

HRID 1165202Notes

Reaction equation

HRID 1165202 reaction equation
[CH2:1]([C:3]1[N:8]([CH2:9][CH3:10])[C:7](=[O:11])[C:6]([CH3:12])=[C:5]([OH:13])[N:4]=1)[CH3:2].[F:14][C:15]([F:32])([F:31])[C:16]1[CH:30]=[CH:29][C:19]([O:20][C:21]2[CH:28]=[CH:27][C:24]([CH2:25]Br)=[CH:23][CH:22]=2)=[CH:18][CH:17]=1.C(=O)([O-])[O-].[K+].[K+].O>CN(C)C=O>[CH2:1]([C:3]1[N:8]([CH2:9][CH3:10])[C:7](=[O:11])[C:6]([CH3:12])=[C:5]([O:13][CH2:25][C:24]2[CH:23]=[CH:22][C:21]([O:20][C:19]3[CH:29]=[CH:30][C:16]([C:15]([F:14])([F:31])[F:32])=[CH:17][CH:18]=3)=[CH:28][CH:27]=2)[N:4]=1)[CH3:2]

Participants

6

Reactant 4

HCID 962WaterHCID 11430Potassium CarbonateHCID 14720261HCID 14720261, compoundHCID 136023111HCID 136023111, compound

Product 1

HCID 14276131HCID 14276131, compoundYield 62.5%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

In 15 ml of N,N-dimethylformamide were dissolved 0.91 g of 2,3-diethyl-6-hydroxy-5-methyl-4(3H)-pyrimidinone and 1.66 g of 4-(4'-trifluoromethylphenoxy)benzyl bromide, and then 0.69 g of potassium carbonate was added thereto. The mixture was stirred for 18 hours at room temperature. The resulting solution was poured into water and extracted with benzene. The extract was washed with water, dried over anhydrous sodium sulfate and freed of solvent by distillation under reduced pressure. The oil thus obtained was purified by means of column chromatography (on silica gel, eluting with benzene) to give 1.35 g of the intended product.

Workup

  1. extractionextracted with benzene
  2. washThe extract was washed with water
  3. dry with materialdried over anhydrous sodium sulfate
  4. distillationfreed of solvent by distillation under reduced pressure
  5. customThe oil thus obtained
  6. customwas purified by means of column chromatography (on silica gel, eluting with benzene)

Sources & evidence

ORD record
ord-44e8ded35fde4adb8eed2add03faf43d
Source dataset
uspto-grants-1990_03
Patent number
US04908379

Reaction notes

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