Ethyl Pyrazolo[1,5-a]pyridine-2-carboxylate

Base Information

• Chemical Name: Ethyl Pyrazolo[1,5-a]pyridine-2-carboxylate
• CAS No.: 80537-14-0
• Molecular Formula: C10H10N2O2
• Molecular Weight: 190.202
• Hs Code.: 2933990090
• DSSTox Substance ID: DTXSID40512051
• Wikidata: Q72503547
• Mol file: 80537-14-0.mol

Synonyms:Ethyl Pyrazolo[1,5-a]pyridine-2-carboxylate;80537-14-0;PYRAZOLO[1,5-A]PYRIDINE-2-CARBOXYLIC ACID ETHYL ESTER;Pyrazolo[1,5-a]pyridine-2-carboxylic acid, ethyl ester;Ethylpyrazolo[1,5-a]pyridine-2-carboxylate;SCHEMBL4051803;DTXSID40512051;PYRAZOLO[1,5-A]PYRIDINE-2-CARBOXYLICACIDETHYLESTER;ETHYL ESTERPYRAZOLO[1,5-A]PYRIDINE-2-CARBOXYLIC ACID;AMY10367;MFCD04115107;AKOS006295156;AB19628;AS-76806;BB 0260869;CS-0151658;FT-0740851;F53432

Chemical Property of Ethyl Pyrazolo[1,5-a]pyridine-2-carboxylate

Chemical Property:

• Melting Point: 47-48oC
• PSA: 43.60000
• Density: 1.269g/cm3
• LogP: 1.51100
• Storage Temp.: 2-8°C
• XLogP3: 1.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 190.074227566
• Heavy Atom Count: 14
• Complexity: 220

Purity/Quality:

98%min ^*data from raw suppliers

Pyrazolo[1,5-a]pyridine-2-carboxylicacidethylester 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)C1=NN2C=CC=CC2=C1

Technology Process of Ethyl Pyrazolo[1,5-a]pyridine-2-carboxylate

There total 10 articles about Ethyl Pyrazolo[1,5-a]pyridine-2-carboxylate which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 95.0%

ethyl 2-azido-3-(2-pyridyl)propenoate (81803-59-0) → ethyl pyrazolo<1,5-a>pyridine-2-carboxylate (80537-14-0)

Guidance literature:

In toluene; for 16h; Heating;

DOI:10.1039/P19860001119

Reference yield: 95.0%

ethyl 2-azido-3-(2-pyridyl)propenoate → ethyl pyrazolo<1,5-a>pyridine-2-carboxylate (80537-14-0)

Guidance literature:

In toluene; for 16h; Heating; further conditions: photolysis;

DOI:10.1039/c39820000004

Reference yield: 83.0%

ethanol (64-17-5) + carbon monoxide (201230-82-2) + pyrazolo[1,5-a]pyridin-2-yl trifluoromethanesulfonate → ethyl pyrazolo<1,5-a>pyridine-2-carboxylate (80537-14-0)

Guidance literature:

With 1,3-bis-(diphenylphosphino)propane; palladium diacetate; triethylamine; In N,N-dimethyl-formamide; at 60 ℃; for 10h;

DOI:10.1055/s-0034-1381025

upstream raw materials:

ethyl 2-azido-3-(2-pyridyl)propenoate

ethanol

pyrazolo[1,5-a]pyridine-2-carboxylic acid

pyrazolo<1,5-a>pyridine-2,3-dicarboxylic acid dimethyl ester

Downstream raw materials:

FAUC 213

pyrazolo[1,5-a]pyridine-2-carbaldehyde

ethyl 3-formyl-2-pyrazolo<1,5-a>pyridinecarboxylate

Refernces

• 1、 Umei, Kentaro,Nishigaya, Yosuke,Kamiya, Megumi,Kohno, Yasushi,Seto, Shigeki. "Synthesis of 2-Arylpyrazolo[1,5- a ]pyridines by Suzuki-Miyaura Cross-Coupling Reaction". . p. 3221 - 3230. Retrieved 2015/10/19.
• 2、 Condie, Glenn C.,Bergman, Jan. "Synthesis of some fused β-carbolines including the first example of the pyrrolo[3,2-c]-β-carboline system". . p. 531 - 540. Retrieved 2007/10/03.