Short Access to 6-Substituted Pyrimidine Derivatives by the SRN1 Mechanism. Synthesis of 6-Substituted Uracils through a One-Pot Procedure

被引:9
作者
Bardagi, Javier I. [1 ]
Rossi, Roberto A. [1 ]
机构
[1] Univ Nacl Cordoba, Dept Quim Organ, Fac Ciencias Quim, INFIQC, RA-5000 Cordoba, Argentina
关键词
NUCLEOPHILIC-SUBSTITUTION; BIOLOGICAL EVALUATION;
D O I
10.1021/jo101064e
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The synthesis of 6-substituted 2,4-dimethoxypyrimidines with different nucleophiles was accomplished with good to excellent yields (50-95%) through S(RN)1 reactions, starting from commercially available 6-chloro-2,4-dimethoxypyrimidine (1). Hydrolysis of these derivatives gave access to 6-substituted uracils with good yields and short times by the use of microwave irradiation. The preparation of uracils from 1 without the isolation of 2,4-dimethoxypyrimidine derivatives affords a rapid access to these compounds in good yields and excellent purity by avoiding an unnecessary step of purification.
引用
收藏
页码:5271 / 5277
页数:7
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