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ChemicalBook CAS DataBase List 5-Amino-4,6-dichloro-2-methylpyrimidine
39906-04-2

5-Amino-4,6-dichloro-2-methylpyrimidine synthesis

10synthesis methods
4,6-Dichloro-2-methyl-5-nitropyrimidine

13162-43-1

5-Amino-4,6-dichloro-2-methylpyrimidine

39906-04-2

GENERAL METHOD: 10% Pd/C catalyst (0.05 g) was added to a solution of 4,6-dichloro-2-methyl-5-nitropyrimidine (4.48 mmol) in ethyl acetate (EA, 20 mL) in a Parr hydrogenation reactor. Subsequently, the air in the reactor was replaced with nitrogen three times and the hydrogenation reaction was carried out at room temperature and at atmospheric pressure. Upon completion of the reaction, the Pd/C catalyst was removed by diatomaceous earth filtration and the filtrate was concentrated to afford the intermediate 2-methyl-4,6-dichloro-5-aminopyrimidine (11a). The product was a light-colored solid, yield: 84.0%; mass spectrum (ESI) m/z: 177.94 [M + H]+.

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Yield:39906-04-2 84%

Reaction Conditions:

with palladium 10% on activated carbon;hydrogen in ethyl acetate at 20; for 4 h;

Steps:

1 5.4 General procedure for preparation of 4,6-dichloro-2-substituted-5- nitropyrimidine (11a,b)
General procedure: 10% Pd/C(0.05) gwas added to the solution of substituted pyrimidine (4.48mmol) in ethyl acetate (EA, 20mL) in Parr hydrogenater. Then, replace the air with nitrogen three times, and react for 4hat room temperature in normal pressure. Filter the solution to remove Pd/C through Celite filter agent, the filtrate was concentrated to yield the intermediates 11a,b [46]. 5.4.1 4,6-Dichloro-2-methyl-5-nitropyrimidine (11a) Pale solid; Yield: 84.0%; MS (ESI) m/z: 177.94 [M+H]+.

References:

Huang, Daowei;Huang, Lei;Zhang, Qingwei;Li, Jianqi [European Journal of Medicinal Chemistry,2017,vol. 140,p. 212 - 228]

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