122476-84-0

Upstream product

• 591-50-4 iodobenzene 
• 122476-82-8 1-benzyl-5-trimethylstannylpyrimidin-2(1H)-one 
• 122476-87-3 1-benzyl-5-tributylstannylpyrimidin-2(1H)-one 
• 103594-68-9 1-benzyl-5-bromopyrimidin-2(1H)-one 
• 98-80-6 phenylboronic acid 

Downstream Products

• 1609637-83-3 C₂₉H₃₄N₂O₂Si 
• 1609637-84-4 C₂₉H₃₄N₂O₂Si 
• 1609637-85-5 (±)-1-benzyl-4-(3-hydroxyphenyl)-5-phenyl-3,4-dihydropyrimidine-2(1H)-one 

Relevant academic research and scientific papers

Regioselective synthesis of novel 4,5-diaryl functionalized 3,4-dihydropyrimidine-2(1H)-thiones via a non-Biginelli-type approach and evaluation of their in vitro anticancer activity

An easy and novel approach to synthesize 4,5-diaryl functionalized 3,4-dihydropyrimidine-2(1H)-thiones via addition of aryllithiums to 5-aryl substituted pyrimidine-2(1H)-thiones, which could be regarded as a method complementary to the most widely used Biginelli-type synthesis, is described. In the reaction of aryllithiums with N-(Me)Bn substituted pyrimidine-2(1H)-thiones a high degree of regioselectivity of addition, leading to 4-aryl adducts, was achieved. Selected compounds tested for their in vitro anticancer activity against four human cancer cell lines showed the greatest activity against breast cancer (MCF7). 1-Benzyl-4-(3-hydroxyphenyl)-5-phenyl substituted 3,4-dihydropyrimidine-2(1H)-thione (10g) exhibiting 10-fold more potent activity than the best known monastrol (MON) stands as a promising candidate for further scaffold and asymmetric synthesis. the Partner Organisations 2014.

Synthesis of 5-Stannylpyrimidines and their Use in Pd-Catalysed Ketone Formation

2-(Dimethyl-t-butylsiloxy)-5-stannylpyrimidines have been prepared from the lithiated pyrimidine precursor. 2-Methylthio-5-stannylpyrimidines were prepared similarly and oxidized chemoselectively to the corresponding sulphones. 5-Stannylpyrimidin-2(1H)-ones can be prepared by fluoride-induced removal of the silyl group in 2-(dimethyl-t-butylsiloxy)-5-stannylpyrimidines, and the 5-stannylated pyrimidinones can be N-alkylated.The stannylated pyrimidines are stable compounds which react readily with acid chlorides in Pd-catalysed reaction with formation of 5-pyrimidinyl ketones.