Gambacorta, Augusto published the artcileHSAB-driven chemoselective N1-alkylation of pyrimidine bases and their 4-methoxy- or 4-acetylamino-derivatives, HPLC of Formula: 608-34-4, the publication is Tetrahedron (2006), 62(29), 6848-6854, database is CAplus.
The lithium salts of the conjugated bases of 4-methoxy- and 4-acetylamino-2(1H)-pyrimidinone derivatives undergo highly chemoselective N1-methylation or ethylation when treated with Me sulfate or Et sulfate (hard electrophiles) in dry dioxane, while the use of DMF as solvent results in competitive O2-alkylation. Potassium salts of the same bases in DMF undergo prevalent O2-attack. Under the same conditions, a similar but less chemoselective behavior is observed in alkylation of thymine and uracil, where some N3-attack occurs. This can be rationalized in terms of the HSAB principle.
Tetrahedron published new progress about 608-34-4. 608-34-4 belongs to pyrimidines, auxiliary class Pyrimidine,Amide, name is 3-Methylpyrimidine-2,4(1H,3H)-dione, and the molecular formula is C5H6N2O2, HPLC of Formula: 608-34-4.
Referemce:
https://pubchem.ncbi.nlm.nih.gov/compound/Pyrimidine,
Pyrimidine – Wikipedia