Pyrazolo[1,5-a]pyridine-5-carboxylic acid

Base Information

• Chemical Name: Pyrazolo[1,5-a]pyridine-5-carboxylic acid
• CAS No.: 104468-87-3
• Molecular Formula: C8H6N2O2
• Molecular Weight: 162.148
• European Community (EC) Number: 874-973-2
• DSSTox Substance ID: DTXSID60451195
• Wikidata: Q82271098
• Mol file: 104468-87-3.mol

Synonyms:Pyrazolo[1,5-a]pyridine-5-carboxylic acid;104468-87-3;MFCD12828626;H-pyrazolo[1,5-a]pyridine-5-carboxylic acid;SCHEMBL3081703;DTXSID60451195;PKBWKZMOZIZGJB-UHFFFAOYSA-N;AMY23773;AKOS016013724;SB11202;AC-30155;AS-38695;Pyrazolo[1,5-a]pyridine-5-carboxylicacid;SY069193;CS-0021521;FT-0715990;EN300-195898;A855911;Z1255424907

Chemical Property of Pyrazolo[1,5-a]pyridine-5-carboxylic acid

Chemical Property:

• PKA: -0.03±0.41(Predicted)
• Density: 1.41±0.1 g/cm3(Predicted)
• Storage Temp.: 2-8°C
• XLogP3: 0.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 162.042927438
• Heavy Atom Count: 12
• Complexity: 196

Purity/Quality:

98% ^*data from raw suppliers

Pyrazolo[1,5-a]pyridine-5-carboxylicAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CN2C(=CC=N2)C=C1C(=O)O

Technology Process of Pyrazolo[1,5-a]pyridine-5-carboxylic acid

There total 15 articles about Pyrazolo[1,5-a]pyridine-5-carboxylic acid 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: 92.0%

3-ethyl 5-methyl pyrazolo[1,5-a]pyridine-3,5-dicarboxylate (1101120-00-6) → pyrazolo [1,5-a]pyridine-5-carboxylic acid (104468-87-3)

Guidance literature:

3-ethyl 5-methyl pyrazolo[1,5-a]pyridine-3,5-dicarboxylate; With sulfuric acid; water; for 18h; Reflux;

With sodium hydroxide; In water; pH=2;

DOI:10.1016/j.bmc.2011.11.029

Reference yield: 84.0%

pyrazolo[1,5-a]pyridine-5-carboxylic acid methyl ester → pyrazolo [1,5-a]pyridine-5-carboxylic acid (104468-87-3)

Guidance literature:

With water; potassium hydroxide; In tetrahydrofuran; methanol; at 20 ℃; for 12h;

Reference yield:

diethyl pyrazolo[1,5-a]pyridine-3,5-dicarboxylate (51135-72-9) → pyrazolo [1,5-a]pyridine-5-carboxylic acid (104468-87-3)

Guidance literature:

With sulfuric acid; In water; at 100 ℃;

upstream raw materials:

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

5-hydroxymethylpyrazolo[1,5-a]pyridine

methyl 5-(hydroxymethyl)pyrazolo[1,5-a]pyridine-3-carboxylate

3-ethyl 5-methyl pyrazolo[1,5-a]pyridine-3,5-dicarboxylate

Downstream raw materials:

3-formylpyrazolo[1,5-a]pyridine-5-carbonitrile

N'-((5-cyanopyrazolo[1,5-a]pyridin-3-yl)methylene)-2-methyl-5-nitrobenzenesulfonohydrazide

N'-((5-cyanopyrazolo[1,5-a]pyridin-3-yl)methylene)-N,2-dimethyl-5-nitrobenzenesulfonohydrazide

3-formylpyrazolo[1,5-a]pyridine-5-carboxylic acid