1385096-46-7Relevant articles and documents
Synthesis of 7-trifluoromethylpyrazolo[1,5-a]pyridinedicarboxylate
Chong, Pek,Davis, Roman,Tabet, Elie,Elitzin, Vassil,Hatcher, Mark,Liu, Bing,Salmons, Matthew
, p. 6786 - 6788,3 (2012/12/13)
Two syntheses of 7-trifluoromethylpyrazolo[1,5-a]pyridine dicarboxylate have been described. Approach A utilizes a nucleophilic addition of a trifluoromethyl group to N-p-toluenesulfonyliminopyridinium ylide followed by aromatization and subsequent cycloaddition with diethyl acetylenedicarboxylate to give 1b in modest yield. Approach B involves a selective zincation of pyrazolopyridine dicarboxylate at the C7 position with (TMP) 2Zn·2LiCl·2MgCl2 followed by iodination and trifluoromethylation to give 1b in good yield. The process in approach B has been successfully demonstrated on scale.