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

JAVIER I. BARDAGÍ; ROBERTO A. ROSSI

JOURNAL OF ORGANIC CHEMISTRY

AMER CHEMICAL SOC

Año: 2010 vol. 75 p. 5271 - 5277

0022-3263

The synthesis of 6-substituted 2,4-dimethoxypyrimidines with different nucleophiles was accomplished with good to excellent yields (50−95%) through SRN1 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.