The reaction of an aromatic heterocycle with a proton is called a protonation. One of articles about this theory is 《Syntheses of amino and bromo derivatives of 4-methyl-, 4-tert-butyl-, and 4-phenylpyrimidine》. Authors are van der Plas, H. C..The article about the compound:6-(tert-Butyl)pyrimidin-4-aminecas:3435-27-6,SMILESS:NC1=NC=NC(C(C)(C)C)=C1).Formula: C8H13N3. Through the article, more information about this compound (cas:3435-27-6) is conveyed.
5-Amino, 6-amino, and 5-bromo derivatives of 4-alkyl(aryl)pyrimidines were synthesized. Raney Ni desulfurization of 6-alkyl(aryl)-2-thiouracils gave 4-alkyl(aryl)-6-hydroxypyrimidines (I) (4-substituent, m.p., and % yield listed): tert-Bu, 210-11°, 94; Me, 145-7°, 95; Ph, 271°, 92. I with Br in AcOH yielded 5-bromo-4-alkyl(aryl)-6-hydroxypyrimidines (II) (same data listed): tert-Bu, 163-4°, 75; Me, 212-14°, 91; Ph, 246-7°, 69. II and POCl3 refluxed 3 hrs. gave 5-bromo-4-alkyl(aryl)-6-chloropyrimidines (III) (same data given): tert-Bu, 61-2°, 92; Me, 55-5.5°, 57; Ph, 83-4°, 94. III and N2H4.H2O in EtOH refluxed 1 hr. gave 5-bromo-6-alkyl(aryl)-6-hydrazinopyrimidines (IV) (same data listed): tert-Bu, 116-17°, 83; Me, 194-5°, 87; Ph, 182-3°, 91. IV and AgOAc in water refluxed 3 hrs. yielded 5-bromo-4-alkyl(aryl)pyrimidines (V) (same data listed): tert-Bu, -(b16 104-6°), 51; Me, – (b14 72-3°), 65; Ph, 89-90°, 68. V and aqueous NH3 heated 50 hrs. at 135° in a sealed tube gave 4-alkyl(aryl)-5-aminopyrimidines (same data given): tert-Bu, 117-18°, 81-6; Me, 147-8°, 75; Ph, 113-15°, 55. I and POCl3 gave 4-alkyl(aryl)-6-chloropyrimidines (VI) (same data listed): tert-Bu, 36-8°, 58; Me, -(b22 59-62°, 67; Ph, 96-7.5°, -. VI and NH3 in EtOH heated 6 hrs. at 120° in sealed tubes gave 6-amino-4-alkyl(aryl)pyrimidines (same data listed): tert-Bu, 170-1°, 93; Me, 195-7°, 70; Ph, 228-8.5°, 75. N.M.R. data on V were given.
If you want to learn more about this compound(6-(tert-Butyl)pyrimidin-4-amine)Formula: C8H13N3, you may wish to communicate with the author of the article,or consult the relevant literature related to this compound(3435-27-6).
Reference:
Phosphine ligand,
Chiral phosphine ligands in asymmetric synthesis. Molecular structure and absolute configuration of (1,5-cyclooctadiene)-(2S,3S)-2,3-bis(diphenylphosphino)butanerhodium(I) perchlorate tetrahydrofuran solvate