Reaction #1265403

Reaction equation

compound

2-amino-4-ethoxy-pteridin

H2O2

H2O2

→

title compound

Yield 32.0%

2-amino-4-ethoxypteridine-N-oxide

Yield 32.0%

Solvents

trifluoroacetic acid

Conditions

Workup

1. 1
   ConcentrationThe solution was concentrated in vacuo
2. 2
   workup.ADDITIONneutralized by the addition of a concentrated ammonia solution
3. 3
   OtherEvaporation of the solvent
4. 4
   Otherin vacuo and purification of the residue by flash chromatography (silica

Procedure

To a cooled (0° C.) solution of the compound of example 60 (2.47 g, 12.9 mmoles) in trifluoroacetic acid (53 ml) was added dropwise 2.53 ml of a 35% aqueous H2O2 solution. The reaction mixture was kept at 4° C. for two days in the refrigerator, whereby another 1.25 ml of the same H2O2 solution was added after 1 day. The solution was concentrated in vacuo. The residue was suspended in water and neutralized by the addition of a concentrated ammonia solution. Evaporation of the solvent in vacuo and purification of the residue by flash chromatography (silica, using a CH3OH/CH2Cl2 mixture (6:94) as the eluent) provided the title compound as a yellow powder (861 mg, yield: 32%). Mass spectrum data are as follows: m/z (%): 230 ([M+Na]+, 30), 208 ([M+H]+, 100), 180 [(M+H-ethene)+, 10].

Source