In order to effectively control the quality of pranoprofen(1),four related substances were synthesized,namely 2-(5H-chromeno[2,3-b]pyridin-7-yl)acrylic acid(related substance A),2-(5-oxo-5H-chromeno[2,3-b]-pyridin-7-yl)propanoic acid(related substance B),2-hydroxyl-2-(5H-chromeno[2,3-b]pyridin-7-yl)propanoic acid(related substance C),2-(5-hydroxy-5H-chromeno[2,3-b]pyridin-7-yl)propanoic acid(related substance D),and their structures were confirmed by 1H NMR,13C NMR and MS.The synthetic routes of these four related substances were short with mild reaction conditions,and their purities were more than 98.5％,providing some references for the the quality control of 1.Among them,the synthesis routes of related substances A and C were reported at the first time.
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