15422-07-8Relevant academic research and scientific papers
HIV reverse transcriptase/integrase double target inhibitors 6-benzoyl-substituted uracils preparation and application
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Paragraph 0031; 0034; 0035, (2016/10/08)
The invention relates to application of a novel HIV retrovirus/intergrase double-target inhibitor 6-benzoyl substituted uracil compounds and pharmaceutical compositions containing the compounds to AIDS-treating medicines and antiviral medicines. The invention also relates to a preparation method of the compounds. The compounds are shown as a general formula I, and all groups in the general formula I are defined in right claim, R1=H, CH2OH, CHO, COOH, COOCH3, COOCH2CH3, CONHCH3, CONHCH2CH3, and R=CH3, H, F.
A novel approach to the synthesis of 6-substituted uracils in three-step, one-pot reactions
Bardagi, Javier I.,Rossi, Roberto A.
, p. 4491 - 4495 (2008/09/21)
(Chemical Equation Presented) From the commercial 6-chloro-2,4- dimethoxypyrimidine (1) and by a photostimulated reaction with Me 3Sn- ions, 2,4-dimethoxy-6-(trimethylstannyl)pyrimidine (2) was obtained in 95% yield. By the cross-coupling reaction of 2 with 1-iodonaphthalene as electrophile catalyzed by Pd (Stille reaction), 2,4-dimethoxy-6-(naphthalen-1-yl)pyrimidine (9) was obtained in 76% yield. By hydrolysis of 9, 6-(1-naphthyl)uracil was obtained in 98% of isolated yield. When the three steps (SRN1 reaction-cross coupling reaction-hydrolysis) were performed in a one-pot reaction, 6-substituted uracils (1-naphthyl, 4-chlorophenyl, 3-chlorophenyl, 2,3,4,5,6-pentafluorophenyl) were obtained (43-57%) of isolated pure products. When the electrophile was a benzoyl chloride, 6-benzoyl uracil (54%) and 6-(2-chlorobenzoyl) uracil (49%) were obtained in isolated pure products.
