An efficient synthesis of novel pyridothieno-fused thiazolo[3,2-α]pyrimidinones via Pictet–Spengler

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An efficient method for the synthesis of novel pyrido[3’’,2’’:4’,5’]thieno[3’,2’:2,3]pyrido [4,5:d][1,3]thiazolo[3,2-a]pyrimidine-4-one derivatives(5) has been developed using a Pictet–Spengler reaction between 2-(3-aminothieno[2,3-b]pyridin-2-yl)thiazolo[3,2-a] pyrimidin-5-one(3), which could be obtained from the condensation of 7-(chloromethyl)-5H-thiazolo[3,2-a]pyrimidin-5-one(1) with3-cyanopyridine-2-thione(2) via Thorpe–Ziegler isomerization, and aromatic aldehydes under NH_2SO_3 H as catalysis in good yields. An efficient method for the synthesis of novel pyrido [3 ’’, 2 ": 4 ’, 5’] thieno [3 ’, 2’: 2,3] pyrido [4,5: [3,2-a] pyrimidine-4-one derivatives (5) has been developed using a Pictet-Spengler reaction between 2- (3-aminothieno [2,3- b] pyrimidin-5-one (3), which could be obtained from the condensation of 7- (chloromethyl) -5H-thiazolo [3,2- thione (2) via Thorpe-Ziegler isomerization, and aromatic aldehydes under NH_2SO_3 H as catalysis in good yields.
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