233276-72-7

Basic information

• Product Name: ethyl 5-acetyl-3-amino-4-(4-methoxyphenyl)-6-methylthieno[2,3-b]pyridine-2-carboxylate
• Synonyms: ethyl 5-acetyl-3-amino-4-(4-methoxyphenyl)-6-methylthieno[2,3-b]pyridine-2-carboxylate
• CAS NO: 233276-72-7
• Molecular Formula: C₂₀H₂₀N₂O₄S
• Molecular Weight: 384.4488
• Mol File: 233276-72-7.mol
• Article Data: 2

Chemical Properties

• Appearance: /
• CAS DataBase Reference: ethyl 5-acetyl-3-amino-4-(4-methoxyphenyl)-6-methylthieno[2,3-b]pyridine-2-carboxylate(CAS DataBase Reference)
• NIST Chemistry Reference: ethyl 5-acetyl-3-amino-4-(4-methoxyphenyl)-6-methylthieno[2,3-b]pyridine-2-carboxylate(233276-72-7)
• EPA Substance Registry System: ethyl 5-acetyl-3-amino-4-(4-methoxyphenyl)-6-methylthieno[2,3-b]pyridine-2-carboxylate(233276-72-7)

Safety Data

• Hazardous Substances Data: 233276-72-7(Hazardous Substances Data)

Upstream product

• 121104-38-9 5-acetyl-3-cyano-4-(4-methoxyphenyl)-6-methylpyridine-2(1H)-thione 
• 609-15-4 ethyl 2-chloro-3-oxo-butyrate 
• 189952-03-2 5-acetyl-4-(4-methoxy-phenyl)-6-methyl-2-thioxo-1,2,3,4-tetrahydro-pyridine-3-carbonitrile 
• 123-54-6 acetylacetone 
• 39145-31-8 2-cyano-3-(4-methoxyphenyl)thioacrylamide 
• 647828-89-5 [5-acetyl-3-cyano-4-(4-methoxy-phenyl)-6-methyl-pyridin-2-ylsulfanyl]-acetic acid ethyl ester 
• 233276-70-5 5-Acetyl-3-cyano-6-methyl-4-(4'-methoxyphenyl)-2-S-(acetylethoxycarbonyl)pyridine 

Downstream Products

• 233276-74-9 5-acetyl-3-amino-4-(4-methoxy-phenyl)-6-methyl-thieno[2,3-b]pyridine-2-carboxylic acid hydrazide 
• 647829-08-1 5-Acetyl-3-amino-4-(4-methoxy-phenyl)-6-methyl-thieno[2,3-b]pyridine-2-carboxylic acid [1-(4-methoxy-phenyl)-meth-(E)-ylidene]-hydrazide 
• 647829-09-2 5-Acetyl-3-amino-4-(4-methoxy-phenyl)-6-methyl-thieno[2,3-b]pyridine-2-carboxylic acid [1-(4-chloro-phenyl)-meth-(E)-ylidene]-hydrazide 
• 647828-92-0 5-Acetyl-3-amino-4-(4-methoxy-phenyl)-6-methyl-thieno[2,3-b]pyridine-2-carboxylic acid [1-phenyl-meth-(E)-ylidene]-hydrazide 
• 647828-99-7 8-acetyl-3-amino-2,7-dimethyl-9-(4'-methoxyphenyl)pyrido[3',2':4,5]thieno[3,2-d]pyrimidin-4(3H)-one 
• 647828-97-5 8-acetyl-2,7-dimethyl-9-(4'-methoxyphenyl)pyrido[3',2':4,5]thieno[3,2-d][1,3]-oxazin-4-one 
• 647829-24-1 5-Acetyl-4-(4-methoxy-phenyl)-6-methyl-2-[1-phenyl-meth-(E)-ylidene]-thieno[2,3-b]pyridin-3-one 
• 647828-98-6 5-acetyl-4-(4'-methoxyphenyl)-6-methylthieno[2,3-b]pyridin-3(2H)-one 
• 470455-95-9 8-acetyl-9-(4'-methoxyphenyl)-2,7-dimethylpyrido[3',2':4,5]thieno[3,2-d]pyrimidin-4(3H)-one 
• 647828-96-4 5-acetyl-3-amino-4-(4'-methoxyphenyl)-6-methyl-thieno[2,3-b]pyridine-2-carboxylic acid 

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.