Pyrazolo[1,5-a]pyridine-4-carboxylic acid

Base Information

• Chemical Name: Pyrazolo[1,5-a]pyridine-4-carboxylic acid
• CAS No.: 55899-41-7
• Molecular Formula: C₈H₆N₂O₂
• Molecular Weight: 162.148
• DSSTox Substance ID: DTXSID20453357
• Mol file: 55899-41-7.mol

Synonyms:Pyrazolo[1,5-a]pyridine-4-carboxylic acid;55899-41-7;Pyrazolo[1,5-a]pyridine-4-carboxylicacid;SCHEMBL1892990;DTXSID20453357;MTPOAZCBBRPRQQ-UHFFFAOYSA-N;MFCD12828627;AKOS016013748;CS-W007171;DS-5248;SB37667;C75627;EN300-122858;A870064;Z1255428640

Chemical Property of Pyrazolo[1,5-a]pyridine-4-carboxylic acid

Chemical Property:

• Storage Temp.: Sealed in dry,Room Temperature
• 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:

97% ^*data from raw suppliers

Pyrazolo[1,5-a]pyridine-4-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(=C1)C(=O)O

Technology Process of Pyrazolo[1,5-a]pyridine-4-carboxylic acid

There total 4 articles about Pyrazolo[1,5-a]pyridine-4-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: 63.0%

3-azaindolizine (274-56-6) + carbon dioxide (124-38-9,18923-20-1) → pyrazolo[1,5-a]pyridine-4-carboxylic acid (55899-41-7) + pyrazolo[1,5-a]pyridine-7-carboxylic acid (474432-62-7)

Guidance literature:

With 2,3,6,7-tetramethoxy-9(10H)-anthracenone; caesium carbonate; In dimethyl sulfoxide; at 25 ℃; for 18h; under 2280.15 Torr; regioselective reaction; Irradiation; Sealed tube;

DOI:10.1016/j.chempr.2020.08.022

Reference yield:

Methyl pyrazolo[1,5-a]pyridine-4-carboxylate → pyrazolo[1,5-a]pyridine-4-carboxylic acid (55899-41-7)

Guidance literature:

With sodium hydroxide; for 1h; Heating;

DOI:10.1021/jm025558r

Reference yield:

pyrazolo[1,5-a]pyridine-4-carbaldehyde → pyrazolo[1,5-a]pyridine-4-carboxylic acid (55899-41-7)

Guidance literature:

Multi-step reaction with 2 steps

1: MnO₂; NaCN; AcOH / 3 h / 20 °C

2: aq. NaOH / 1 h / Heating

With manganese(IV) oxide; sodium hydroxide; sodium cyanide; acetic acid;

DOI:10.1021/jm025558r

upstream raw materials:

3-azaindolizine

carbon dioxide

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