تفاعل #1265403

ord-87b5c50b7ed2400082763d97e7f2c274

معادلة التفاعل

CCOc1nc(N)nc2nccnc12
compound
CCOc1nc(N)nc2nccnc12
2-amino-4-ethoxy-pteridin
OO
H2O2
OO
H2O2
CCOc1nc(N)[n+]([O-])c2nccnc12
title compound
المردود 32.0%
CCOc1nc(N)[n+]([O-])c2nccnc12
2-amino-4-ethoxypteridine-N-oxide
المردود 32.0%

الكواشف

لا شيء

المذيبات

ظروف التفاعل

الظروف التفصيلية
See reaction.notes.procedure_details.

المعالجة

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

الإجراء التجريبي

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].

المصدر

DOI: 10.6084/m9.figshare.5104873.v1براءة الاختراع: US07276506B2uspto-grants-2007_10