Sodium Methoxide → 4-(4-Bromophenyl)-2-(2,6-difluorophenyl)-3-methoxypyrimidine

HRID 2119789Notes

Reaction equation

HRID 2119789 reaction equation
[Br:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[N:9](Cl)[CH:10]([C:14]3[C:19]([F:20])=[CH:18][CH:17]=[CH:16][C:15]=3[F:21])[N:11]=[CH:12][CH:13]=2)=[CH:4][CH:3]=1.[CH3:23][O-:24].[Na+]>CO>[Br:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[N:9]([O:24][CH3:23])[CH:10]([C:14]3[C:19]([F:20])=[CH:18][CH:17]=[CH:16][C:15]=3[F:21])[N:11]=[CH:12][CH:13]=2)=[CH:4][CH:3]=1

Participants

4

Reactant 2

HCID 10942334Sodium MethoxideHCID 23443407HCID 23443407, compound

Product 1

HCID 234434084-(4-Bromophenyl)-2-(2,6-difluorophenyl)-3-methoxypyrimidine

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

6 g of 4-(4-bromophenyl)-2-(2,6-difluorophenyl)-3-chloropyrimidine, 60 ml of methanol and 3.3 g of methanolic sodium methanolate solution (30%) are boiled under reflux for 24 hours, concentrated by evaporation, and the residue taken up in ethyl acetate and the organic phase washed with water. After drying with magnesium sulfate, filtering and concentrating, the title compound is obtained with a melting point of 104-106° C. (compound 3.350).

Workup

  1. temperatureunder reflux for 24 hours
  2. concentrationconcentrated by evaporation
  3. washthe organic phase washed with water
  4. dry with materialAfter drying with magnesium sulfate
  5. filtrationfiltering
  6. concentrationconcentrating

Sources & evidence

ORD record
ord-c8b2489972b1447eb848d4c112719d8a
Source dataset
uspto-grants-2004_02
Patent number
US06686469B2

Reaction notes

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