Magnesium monoxide → HCID 19702789, compound

HRID 861395Notes

Reaction equation

HRID 861395 reaction equation
Cl[C:2]1[C:7]([CH:8]([C:10]2[C:11](Cl)=[N:12][CH:13]=[N:14][C:15]=2[C:16]([F:19])([F:18])[F:17])[OH:9])=[C:6]([C:21]([F:24])([F:23])[F:22])[N:5]=[CH:4][N:3]=1.[O-2].[Mg+2].[H][H]>CO.[Pd]>[F:24][C:21]([F:22])([F:23])[C:6]1[C:7]([CH:8]([C:10]2[C:15]([C:16]([F:17])([F:18])[F:19])=[N:14][CH:13]=[N:12][CH:11]=2)[OH:9])=[CH:2][N:3]=[CH:4][N:5]=1

Participants

6

Reactant 3

HCID 6850729Magnesium monoxideHCID 19702796HCID 19702796, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 19702789HCID 19702789, compoundYield 87.6%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

To a solution of 0.44 g of 1,1-bis-(4-chloro-6-trifluoromethylpyrimid-5-yl)methanol in 4.0 ml methanol were added 0.246 g magnesium oxide and 66 mg of 10% Pd/C (50% wet, Degussa). The mixture was then shaken on a Parr hydrogenation apparatus for 6 hours under 50 psi of hydrogen. The palladium catalyst and excess magnesium oxide were removed by filtration through dicalite, and the methanol filtrate was concentrated in vacuo to afford 318 mg of 1,1-bis-(4-trifluoromethylpyrimid-5-yl)methanol as an orange oil.

Workup

  1. customThe palladium catalyst and excess magnesium oxide were removed by filtration through dicalite
  2. concentrationthe methanol filtrate was concentrated in vacuo

Sources & evidence

ORD record
ord-df9769407c6a43d9bcbd0555a72d97d5
Source dataset
uspto-grants-1998_02
Patent number
US05714438

Reaction notes

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