6533b834fe1ef96bd129cb37

RESEARCH PRODUCT

ChemInform Abstract: 1,2-Methyl Shift in the Reaction of 4,7-Dihydro-4,5-dimethyl-7-phenyl-(1,2,4)-triazolo[1,5-a]pyrimidine with Tosyl Azide.

V. D. OrlovHerbert MeierSergey A. KomykhovAlexander S. KaganovskySergey M. Desenko

subject

PyrimidineStereochemistryChemistrychemistry.chemical_elementGeneral MedicineCarbon-13 NMRNitrogenMedicinal chemistryAdductEnamineTosyl azidechemistry.chemical_compoundDerivative (chemistry)Methyl group

description

The reaction of the heterocyclic enamine 1 with tosyl azide (2) leads to the tosylimino derivative 4 of 1,2,4-triazolo[1,5-a]pyrimidine. The extrusion of nitrogen from the primary adduct 3 is followed by a 1,2-shift of a methyl group. The structure determination of 4 is based on 1H and 13C nmr spectra including NOE measurements.

https://doi.org/10.1002/chin.200027051