1449464-87-2

Upstream product

• 1449464-77-0 (E)-1-[4-chloro-6-methoxy-2-(methylsulfanyl)pyrimidin-5-yl]-2-methyl-3-phenylprop-2-en-1-ol 
• 75-66-1 2-methylpropan-2-thiol 
• 89466-42-2 4-chloro-6-methoxy-2-(methylsulfanyl)pyrimidine 
• 15174-47-7 α-methyl-trans-cinnamaldehyde 

Downstream Products

• 1449464-97-4 4-methoxy-6-methyl-2-methylsulfanyl-7-phenyl-7H-thiopyrano[2,3-d]pyrimidine 

Relevant academic research and scientific papers

Synthesis of 7h-thiopyrano[2,3-d]pyrimidines by hydrobromic acid-mediated cyclization of 1-[4-(1,1-dimethylethylsulfanyl)pyrimidin-5-yl]prop-2-en-1-ols

7-Aryl- or 5,7-diaryl-4-methoxy-2-methylsulfanyl-7Hthiopyrano[ 2,3-d]pyrimidines have been prepared in satisfactory overall yields starting from 4-chloro-6-methoxy-2-(methylsulfanyl)pyrimidine by a facile three-step sequence. 4-Chloro-5-lithio-6-methoxy-2-(methylsulfanyl)pyrimidine was generated by the treatment of 4-chloro-6-methoxy-2- (methylsulfanyl)pyrimidine with LDA and was allowed to react with 3-arylprop-2-enals (cinnamaldehyde and its derivatives) or 1,3-diarylprop-2-en-1- ones (chalcone and its derivatives) to give the corresponding 3-aryl- or 1,3-diaryl-1-(4-chloropyrimidin-5-yl)prop-2- en-1-ol derivatives, respectively. Substitution of the 4-chloro group with sodium 1,1-dimethylethylthiolate gave 3-aryl- or 1,3-diaryl-1-[4-(1,1- dimethylethylsulfanyl)pyrimidin-5-yl]prop-2-en-1- ol derivatives, of which treatment with an equivalent of hydrobromic acid provided the desired products.