76157-13-6

Basic information

• Product Name: Imidazo[1,2-a]pyridine-2-carboxylic acid, 3-amino-, ethyl ester
• Synonyms: ethyl 3-aminoimidazo[1,2-a]pyridine-2-carboxylate;3-amino-2-carbethoxyimidazo<1,2-a>pyridine;3-Amino-imidazo[1,2-a]pyridine-2-carboxylic acid ethyl ester
• CAS NO: 76157-13-6
• Molecular Formula: C10H11N3O2
• Molecular Weight: 205.21300
• Mol File: 76157-13-6.mol
• Article Data: 7

Chemical Properties

• CAS DataBase Reference: Imidazo[1,2-a]pyridine-2-carboxylic acid, 3-amino-, ethyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: Imidazo[1,2-a]pyridine-2-carboxylic acid, 3-amino-, ethyl ester(76157-13-6)
• EPA Substance Registry System: Imidazo[1,2-a]pyridine-2-carboxylic acid, 3-amino-, ethyl ester(76157-13-6)

Safety Data

• Hazardous Substances Data: 76157-13-6(Hazardous Substances Data)

Upstream product

• 504-29-0 2-aminopyridine 
• 924-44-7 glyoxylic acid ethyl ester 
• 7677-24-9 trimethylsilyl cyanide 
• 151-50-8 potassium cyanide 
• 175881-60-4 ethyl 2-(1H-benzo[d][1,2,3]triazol-1-yl)-2-(pyridin-2-ylamino)acetate 
• 62223-44-3 ethyl 3-nitroimidazo<1,2-a>pyridine-2-carboxylate 

Downstream Products

• 1620207-01-3 N-benzylpyrido[1,2-e]purin-4-amine 
• 1620207-09-1 N-(4-methoxybenzyl)pyrido[1,2-e]purin-4-amine 
• 1620207-02-4 N-(4-chlorobenzyl)pyrido[1,2-e]purin-4-amine 
• 1620207-10-4 N-(4-methoxyphenyl)pyrido[1,2-e]purin-4-amine 
• 1620207-03-5 N-(4-chlorophenyl)pyrido[1,2-e]purin-4-amine 
• 1620207-11-5 N-(4-bromo-2-methylphenyl)pyrido[1,2-e]purin-4-amine 
• 1620207-04-6 N-(3-anilino)pyrido[1,2-e]purin-4-amine 
• 1620207-12-6 N-(3,4-dimethoxyphenethyl)pyrido[1,2-e]purin-4-amine 
• 1620207-14-8 4-phenoxypyrido[1,2-e]purine 
• 1620207-07-9 4-(phenylthio)pyrido[1,2-e]purine 
• 1620207-25-1 3-benzamido-N-benzoylimidazo[1,2-a]pyridine-2-carboxamide 
• 1620207-36-4 2-(4-chlorophenyl)-3H-pyrido[1,2-e]purin-4-one 
• 1620207-28-4 2-(2-methoxyphenyl)-3H-pyrido[1,2-e]purin-4-one 
• 1620207-34-2 (E)-2-phenethenyl-3H-pyrido[1,2-e]purin-4-one 

Relevant articles and documents

A two-steps benzotriazole-assisted synthesis of 3-amino-2-ethoxycarbonyl imidazo [1,2-a] pyridines and related compounds

Reaction of primary heterocyclic amidines with benzotriazole and ethyl glyoxylate or ethyl glyoxylate equivalents afforded the corresponding α-benzotriazolyl-α-amidino esters which, upon treatment potassium cyanide yielded the corresponding 3-amino-2-ethoxycarbonyl imidazo [1,2-a] pyridines and related compounds.

Microwave-Assisted Suzuki–Miyaura and Sonogashira Coupling of 4-Chloro-2-(trifluoromethyl)pyrido[1,2-e]purine Derivatives

The convenient preparation of three imidazo[1,2-a]pyridine-2-carboxamide intermediates is reported through known Strecker–Ugi type multicomponent reactions, Tschitschibabin type condensations, and further synthetic sequences. The derivatives were then efficiently converted to novel 4-chloro-2-(trifluoromethyl)pyrido[1,2-e]purines by their original reactions with 2,2,2-trifluoroacetamide, followed by subsequent dehydroxychlorination reactions. These compounds were cross-coupled under microwave irradiation through SuzukiMiyaura and Sonogashira palladium(0) catalysis to various aromatic and alkynyl reagents, thus providing the related C-4 substituted pyrido[1,2-e]purines of biological interest in good yields.

BENZODIAZEPINE DERIVATIVES AS RSV INHIBITORS

The present invention discloses compounds of Formula (I), or pharmaceutically acceptable salts, esters, or prodrugs thereof: which inhibit Respiratory Syncytial Virus (RSV). The present invention further relates to pharmaceutical compositions comprising the aforementioned compounds for administration to a subject suffering from RSV infection. The invention also relates to methods of treating an RSV infection in a subject by administering a pharmaceutical composition comprising the compounds of the present invention.

Desilylative activation of TMSCN in chemoselective Strecker-Ugi type reaction: Functional fused imidazoles as building blocks as an entry route to annulated purines

A pathway of desilylative activation of TMSCN as a functional isonitrile equivalent, and DABCO-THF as an appropriate system for activation in a chemoselective Strecker-Ugi type reaction, has rendered ethyl glyoxalate and various heterocyclic-2-amidines as feasible substrates, and afforded the successful synthesis of 3-amino-2-carboxyethyl substituted fused imidazoles as useful building blocks. This class of functional scaffold has provided, via construction of the fused pyrimidinone motif, the synthesis of biologically important C8-N9 annulated purines, adenines and their oxo/thio analogs. This new approach is convenient and flexible for the preparation of versatile purine-condensed heterocycles. This journal is the Partner Organisations 2014.