Methyl morpholine oxide → HCID 18922480, compound

HRID 1290004Notes

Reaction equation

HRID 1290004 reaction equation
[OH:1][CH2:2][C:3]1[S:7][C:6]([C:8]2[CH:13]=[CH:12][N:11]=[CH:10][CH:9]=2)=[N:5][C:4]=1[O:14][CH3:15].C[N+]1([O-])CCOCC1>C(Cl)Cl.[Ru]([O-])(=O)(=O)=O.C([N+](CCC)(CCC)CCC)CC>[CH3:15][O:14][C:4]1[N:5]=[C:6]([C:8]2[CH:13]=[CH:12][N:11]=[CH:10][CH:9]=2)[S:7][C:3]=1[CH:2]=[O:1]

Participants

5

Reactant 2

HCID 82029Methyl morpholine oxideHCID 18922526HCID 18922526, compound

Product 1

HCID 18922480HCID 18922480, compoundYield 36.2%

Reagents, catalysts & solvents 2

HCID 178419074HCID 178419074, compoundCatalystHCID 6344DichloromethaneSolvent

Procedure

5-(Hydroxymethyl)-4-methoxy-2-(4-pyridyl)-thiazole (182 mg, 0.777 mmol) was dissolved in methylene chloride (4 mL) and treated with 4-methylmorpholine-N-oxide (135 mg, 1.15 mmol), powdered 4A molecular sieves (385 mg), and tetrapropylammonium perruthenate (TPAP) (14 mg, 0.040 mmol) overnight at room temperature. The mixture was applied to a column of silica gel and eluted with 25% acetone in hexane to afford 62 mg of title compound.

Workup

  1. customat room temperature
  2. washeluted with 25% acetone in hexane

Sources & evidence

ORD record
ord-ddc87077a3b54e58999dda629d528843
Source dataset
uspto-grants-1998_05
Patent number
US05750549

Reaction notes

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