Ethanol → 4-Chloro-2-[[(2,3-difluorophenyl)methyl]thio)-6-ethoxy-pyrimidine

HRID 2388747Notes

Reaction equation

HRID 2388747 reaction equation
Cl[C:2]1[CH:7]=[C:6]([Cl:8])[N:5]=[C:4]([S:9][CH2:10][C:11]2[CH:16]=[CH:15][CH:14]=[C:13]([F:17])[C:12]=2[F:18])[N:3]=1.[H-].[Na+].[CH2:21]([OH:23])[CH3:22]>O>[Cl:8][C:6]1[CH:7]=[C:2]([O:23][CH2:21][CH3:22])[N:3]=[C:4]([S:9][CH2:10][C:11]2[CH:16]=[CH:15][CH:14]=[C:13]([F:17])[C:12]=2[F:18])[N:5]=1

Participants

5

Reactant 3

HCID 702EthanolHCID 24758Sodium hydrideHCID 859280374,6-Dichloro-2-((2,3-difluorobenzyl)thio)pyrimidine

Product 1

HCID 866198724-Chloro-2-[[(2,3-difluorophenyl)methyl]thio)-6-ethoxy-pyrimidine

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

To a solution of 4,6-Dichloro-2-[(2,3-difluorobenzyl)thio]pyrimidine (0.50 g) in ethanol (5 mL) was added 60% sodium hydride (72 mg) and the reaction mixture was stirred at ambient temperature for 6 h. The mixture was diluted with H2O and extracted with EtOAc (×2). The combined organic layers were dried (MgSO4), filtered and evaporated to give the subtitle compound as a clear, colourless oil. Yield: 0.53 g

Workup

  1. extractionextracted with EtOAc (×2)
  2. dry with materialThe combined organic layers were dried (MgSO4)
  3. filtrationfiltered
  4. customevaporated

Sources & evidence

ORD record
ord-1ee509f6b50043fa9b86dd758ac13d08
Source dataset
uspto-grants-2012_09
Patent number
US08269002B2

Reaction notes

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