3-(Trifluoromethyl)phenol → 4-Bromo-2-methylthio-6-[3-(trifluoromethyl)phenoxy]pyrimidine

HRID 803

Reaction equation

HRID 803 reaction equation
[F:1][C:2]([F:11])([F:10])[C:3]1[CH:4]=[C:5]([OH:9])[CH:6]=[CH:7][CH:8]=1.[H-].[Na+].[Br:14][C:15]1[CH:20]=[C:19](Br)[N:18]=[C:17]([S:22][CH3:23])[N:16]=1>C1COCC1>[Br:14][C:15]1[CH:20]=[C:19]([O:9][C:5]2[CH:6]=[CH:7][CH:8]=[C:3]([C:2]([F:10])([F:11])[F:1])[CH:4]=2)[N:18]=[C:17]([S:22][CH3:23])[N:16]=1

Participants

5

Reactant 3

HCID 73763-(Trifluoromethyl)phenolHCID 24758Sodium hydrideHCID 150036224,6-Dibromo-2-(methylthio)pyrimidine

Product 1

HCID 196938944-Bromo-2-methylthio-6-[3-(trifluoromethyl)phenoxy]pyrimidine

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

In THF, a phenoxide was prepared from m-(trifluoromethyl)phenol (1.30 g, 0.00794×1.0 mol) and NaH (0.32 g (ca. 60% in mineral oil), 0.00794×1.0 mol), and 4,6-dibromo-2-(methylthio)pyrimidine (Compound No. VII-22) (2.0 g, 0.00794 mol) was added thereto, and the mixture was then allowed to react for 5 hours at room temperature.

Workup

  1. additionVII-22) (2.0 g, 0.00794 mol) was added
  2. customto react for 5 hours at room temperature

Sources & evidence

ORD record
ord-3df2c010cc0541928156900e8959ed27
Source dataset
uspto-grants-1998_03
Patent number
US05723412

Linked notes

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