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ChemicalBook CAS DataBase List 2-Amino-4,6-dimethoxypyrimidine
36315-01-2

2-Amino-4,6-dimethoxypyrimidine synthesis

3synthesis methods
-

Yield:36315-01-2 91%

Reaction Conditions:

Stage #1:methanol with sodium hydride in tetrahydrofuran for 0.25 h;Inert atmosphere;
Stage #2:2-Amino-4,6-dichloropyrimidine in tetrahydrofuran for 15 h;Inert atmosphere;

Steps:

3.3. General Synthesis Procedure for Substituted 2-Aminopyrimidines Ia-c
General procedure: Intermediates Ia-c were prepared according to the literature [17]. A solution of NaH (0.35 g,14.6 mmol) in dry THF (12 mL) was cooled to 0 °C under N2, then a substituted alcohol (15.2 mmol)was added dropwise. The mixture was stirred for 15 min while maintaining the temperature at 0 °C.Next, 2-amino-4,6-dichloropyrimidine (1.0 g, 6.1 mmol) was added to the solution. The reaction wascontinued at 62 °C for 15 h. Then the mixture was cooled to ambient temperature, and quenchedwith 1 mL of 1 M hydrochloric acid solution. The mixture was diluted with EtOAc (20 mL), washedtwice with a saturated NaHCO3 solution (20 mL) and brine (20 mL), dried with anhydrous Na2SO4and evaporated in vacuo. Finally, the residue was purified by silica gel column chromatography(EtOAc/petroleum ether) to afford compounds Ia-c.

References:

Chen, Peiqi;Song, Xiangmin;Fan, Yongmei;Kong, Weihao;Zhang, Hao;Sun, Ranfeng [Molecules,2018,vol. 23,# 9,art. no. 2203]

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