233276-73-8

Basic information

• Product Name: ethyl 5-acetyl-3-amino-4-(4-chlorophenyl)-6-methylthieno[2,3-b]pyridine-2-carboxylate
• Synonyms: ethyl 5-acetyl-3-amino-4-(4-chlorophenyl)-6-methylthieno[2,3-b]pyridine-2-carboxylate
• CAS NO: 233276-73-8
• Molecular Formula: C₁₉H₁₇ClN₂O₃S
• Molecular Weight: 388.86788
• Mol File: 233276-73-8.mol
• Article Data: 2

Chemical Properties

• Appearance: /
• CAS DataBase Reference: ethyl 5-acetyl-3-amino-4-(4-chlorophenyl)-6-methylthieno[2,3-b]pyridine-2-carboxylate(CAS DataBase Reference)
• NIST Chemistry Reference: ethyl 5-acetyl-3-amino-4-(4-chlorophenyl)-6-methylthieno[2,3-b]pyridine-2-carboxylate(233276-73-8)
• EPA Substance Registry System: ethyl 5-acetyl-3-amino-4-(4-chlorophenyl)-6-methylthieno[2,3-b]pyridine-2-carboxylate(233276-73-8)

Safety Data

• Hazardous Substances Data: 233276-73-8(Hazardous Substances Data)

Upstream product

• 609-15-4 ethyl 2-chloro-3-oxo-butyrate 
• 123-54-6 acetylacetone 
• 103868-26-4 5-acetyl-6-methyl-4-(4-chlorophenyl)-3-cyano-3,4-dihydro-2<1H>pyridinethione 
• 39145-33-0 2-cyano-3-(4-chlorophenyl)-prop-2-enethioamide 
• 103868-29-7 5-acetyl-6-methyl-4-(4-chlorophenyl)-3-cyano-2<1H>pyridinethione 
• 647829-30-9 [5-acetyl-4-(4-chloro-phenyl)-3-cyano-6-methyl-pyridin-2-ylsulfanyl]-acetic acid ethyl ester 
• 233276-71-6 2-[5-acetyl-4-(4-chloro-phenyl)-3-cyano-6-methyl-pyridin-2-ylsulfanyl]-3-oxo-butyric acid ethyl ester 

Downstream Products

• 647829-14-9 5-Acetyl-3-amino-4-(4-chloro-phenyl)-6-methyl-thieno[2,3-b]pyridine-2-carboxylic acid [1-(4-methoxy-phenyl)-meth-(E)-ylidene]-hydrazide 
• 647829-15-0 5-Acetyl-3-amino-4-(4-chloro-phenyl)-6-methyl-thieno[2,3-b]pyridine-2-carboxylic acid [1-(4-chloro-phenyl)-meth-(E)-ylidene]-hydrazide 
• 647829-13-8 5-Acetyl-3-amino-4-(4-chloro-phenyl)-6-methyl-thieno[2,3-b]pyridine-2-carboxylic acid [1-phenyl-meth-(E)-ylidene]-hydrazide 
• 233276-75-0 5-acetyl-3-amino-4-(4-chloro-phenyl)-6-methyl-thieno[2,3-b]pyridine-2-carboxylic acid hydrazide 

Relevant articles and documents

Synthesis of New Thienopyridines, Pyridothienopyrimidines and Pyranothienopyridines with Anticipated Biological Activity

5-Acetyl-4-aryl-3-cyano-6-methylpyridine-2(1H)-thiones (1a,b) were reacted with ethyl chloroacetate to give ethyl 5-acetyl-4-aryl-3-cyano-6-methylpyridin-2-ylthio) acetates (2a,2b) which, in turn, underwent intramolecular Thorpe-Ziegler cyclization to furnish ethyl 5-acetyl-3-amino-4-aryl-6-methylthieno[2,3-b]pyridine-2-carboxylates (3a,b). The reaction of esters 2a,b with hydrazine hydrate in refluxing ethanol produced (5-acetyl-4-aryl-3-cyano-6-methylpyridin-2-ylthio)acethydrazides (4a,b). When the latter reaction was performed under neat conditions, the products were identified as 5-acetyl-3-amino-4-aryl-6-methylthieno[2,3-b]pyridine-2-carbohydrazides (5a,b). Saponification of o-aminoester 3a gave the corresponding acid 13. The compounds 4a,b,5a,b and 13 were used as key intermediates in the synthesis of the target compounds.