81803-60-3

Usage

Uses

Used in Chemical Research:
Ethyl imidazo[1,5-a]pyridine-3-carboxylate is used as a synthetic intermediate for the preparation of various chemical compounds. Its unique structure and reactivity make it a valuable component in the synthesis of complex molecules and pharmaceuticals.
Used in Pharmaceutical Development:
Ethyl imidazo[1,5-a]pyridine-3-carboxylate is used as a building block in the development of new drugs. Its carboxylate functional group can be exploited to form esters or amides, which are common structural elements in many pharmaceutical compounds.
Used in Material Science:
Ethyl imidazo[1,5-a]pyridine-3-carboxylate is used as a component in the synthesis of advanced materials, such as polymers and composites, due to its potential to form stable covalent bonds with other molecules.

InChI:InChI=1/C10H10N2O2/c1-2-14-10(13)9-11-7-8-5-3-4-6-12(8)9/h3-7H,2H2,1H3

Upstream product

• 39484-31-6 N-(2-pyridinecarbonyl)-glycine ethyl ester 
• 3731-51-9 2-(Aminomethyl)pyridine 
• 81803-59-0 ethyl 2-azido-3-(2-pyridyl)propenoate 
• 4755-77-5 Ethyl oxalyl chloride 
• 46460-25-7 ethyl 2-oxo-2-((pyridin-2-ylmethyl)amino)acetate 

Downstream Products

• 885276-59-5 1-bromo-imidazo[1,5-a]pyridine-3-carboxylic acid ethyl ester 
• 1039346-81-0 (2,3-dichlorophenyl)[1-(morpholin-4-ylmethyl)imidazo[1,5-a]pyridin-3-yl]methanone 

Relevant academic research and scientific papers

Efficient Preparation of Imidazo[1,5- a ]pyridine-1-carboxylic Acids

We report a novel and efficient approach to the synthesis of imidazo[1,5-a]pyridine-1-carboxylic acids. By using the reaction of 2-(aminomethyl)pyridine with acyl chlorides followed by one-pot treatment with trifluoroacetic anhydride, 2,2,2-trifluoro-1-im

ALKYNYL ALCOHOLS AND METHODS OF USE

The invention relates to compounds of Formula (0): wherein Q, A1-A8, R4 and R5 and each has the meaning as described herein. Compounds of Formula (0) and pharmaceutical compositions thereof are useful in the treatment of diseases and disorders in which undesired or over- activation of NF-kB signaling is observed.

Triflic anhydride mediated synthesis of imidazo[1,5-a]azines

Imidazo[1,5-a]azines are synthesized in moderate to excellent yields using a mild cyclodehydration/aromatization reaction triggered by the use of triflic anhydride (Tf2O) and 2-methoxypyridine (2-MeOPyr). Various substitution patterns and functional groups were found to be compatible under the optimized conditions. In addition, a 5-bromo-3-aryl derivative was also shown to be active in a Sonogashira cross-coupling and direct arylation reactions. A tertiary amide was compatible as a substrate leading to the synthesis of an imidazo[1,5-a]pyridinium triflate.

Imidazopyridine CB2 agonists: Optimization of CB2/CB1 selectivity and implications for in vivo analgesic efficacy

A new series of imidazopyridine CB2 agonists is described. Structural optimization improved CB2/CB1 selectivity in this series and conferred physical properties that facilitated high in vivo exposure, both centrally and peripherally. Administration of a h

Microwave-assisted organic synthesis of 3-substituted-imidazo[1,5-a]pyridines

3-Substituted-imidazo[1,5-a]pyridines were conveniently synthesized in two steps from commercially available picolinic esters under microwave irradiation conditions.

IMIDAZOPYRIDINE ANALOGS AS CB2 RECEPTOR MODULATORS, USEFUL IN THE TREATMENT OF PAIN, RESPIRATORY AND NON-RESPIRATORY DISEASES

The present invention relates to compounds represented by Formula (I) and Formula (II): (I) (II) or pharmaceutically acceptable salts thereof. The present invention also provides pharmaceutical compositions comprising the instant compounds. This invention further provides methods to treat and prevent pain, respiratory and non-respiratory diseases.

Vinyl Azides in Heterocyclic Synthesis. Part 3. Isolation of Azirine Trimers (1,3,8-Triazatricyclo3,5>non-7-enes) and Intramolecular Interception of Nitrile Ylides by Neighbouring ?-Bonds or Nucleophiles

Photolysis of azidocinnamates (1a-e) at 300 nm in light petroleum gives exclusively the triazatricyclononenes (7a-e) in a highly stereospecific trimerisation of the corresponding azirine (2).A mechanism is proposed involving the sequence: azide (1) azirine (2) nitrile ylide (8) dimer (9) azomethine ylide (10) trimer (7) (Scheme 2).This mechanism not only rationalises the formation of the trimers (7), rather than dimers or oligomers, but also their stereochemistry.Further evidence for it is provided by photolyses of the azidocinnamates (1f-h) which give the 'dimer' (13), the cyclopropaisoquinoline (16), and the imidazopyridine (20), respectively; these three products result from intramolecular interception of the azomethine ylide or nitrile ylide intermediates.

Photolysis of Azidocinnamates: Isolation of Azirine Trimers; X-Ray Crystal Structure of Triethyl 2,4,9-Tri-o-tolyl-1,3,8-triazatricyclo3,5>non-7-ene-5,6,7-tricarboxylate

Photolysis of the azidocinnamates (1) gives trimers of the azirines (2); X-ray crystallographic analysis establishes the triazatricyclononene structure (6) for these trimers.