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

Base Information

• Chemical Name: Pyrazolo[1,5-a]pyridine-2-carboxylic acid
• CAS No.: 63237-88-7
• Molecular Formula: C8H6N2O2
• Molecular Weight: 162.148
• Hs Code.: 2933990090
• European Community (EC) Number: 690-951-3
• DSSTox Substance ID: DTXSID00427814
• Wikidata: Q72503530
• Mol file: 63237-88-7.mol

Synonyms:pyrazolo[1,5-a]pyridine-2-carboxylic acid;63237-88-7;MFCD06739057;Pyrazolo[1,5-a]pyridine-2-carboxylicacid;MLS004820307;SCHEMBL570553;DTXSID00427814;AYGNAOBAPQNTIL-UHFFFAOYSA-N;KUC107407N;BBL021386;STK894099;AKOS005144226;AB28488;AC-3276;CS-W022940;DS-1432;FS-2688;KSC-20-076;BL005417;SMR003523855;SY004701;AM20061395;FT-0646411;EN300-75126;A834290;Pyrazolo[1 pound not5-a]pyridine-2-carboxylicacid;J-524079;F2199-0061;Pyrazolo[1,5-a]pyridine-2-carboxylic acid, AldrichCPR;Z1171753366

Chemical Property of Pyrazolo[1,5-a]pyridine-2-carboxylic acid

Chemical Property:

• Melting Point: 189-192 °C
• Refractive Index: 1.676
• PKA: -3.82±0.41(Predicted)
• PSA: 54.60000
• Density: 1.418 g/cm³
• LogP: 1.03250
• Storage Temp.: 2-8°C
• XLogP3: 0.9
• 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%,99%, ^*data from raw suppliers

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

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 22-36/37/38
• Safety Statements: 22-26-36/37/39

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of Pyrazolo[1,5-a]pyridine-2-carboxylic acid

There total 5 articles about Pyrazolo[1,5-a]pyridine-2-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: 97.0%

pyrazolo[1,5-a]pyridine-2,3-dicarboxylic acid (63237-87-6) → pyrazolo[1,5-a]pyridine-2-carboxylic acid (63237-88-7)

Guidance literature:

With PPA; at 80 ℃; for 16h;

Reference yield: 81.0%

pyrazolo<1,5-a>pyridine-2,3-dicarboxylic acid dimethyl ester (5825-71-8) → pyrazolo[1,5-a]pyridine-2-carboxylic acid (63237-88-7)

Guidance literature:

With sulfuric acid; at 80 ℃; for 2.5h;

Reference yield:

pyridine (110-86-1) → pyrazolo[1,5-a]pyridine-2-carboxylic acid (63237-88-7)

Guidance literature:

Multi-step reaction with 4 steps

1: O-(diphenylphosphinyl)hydroxylamine / water / 16 h / 80 °C

2: potassium carbonate / N,N-dimethyl-formamide / 16 h / 20 °C

3: water; lithium hydroxide / tetrahydrofuran / 16 h / 20 °C

4: hydrogenchloride; water / 1,4-dioxane / 12 h / Reflux

With hydrogenchloride; O-(diphenylphosphinyl)hydroxylamine; water; potassium carbonate; lithium hydroxide; In tetrahydrofuran; 1,4-dioxane; water; N,N-dimethyl-formamide;

upstream raw materials:

pyrazolo[1,5-a]pyridine-2,3-dicarboxylic acid

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

pyridine

N-iminopyridinium ylide

Downstream raw materials:

ethyl pyrazolo<1,5-a>pyridine-2-carboxylate

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

3-methoxy-N-(pyrazolo[1,5-a]pyridin-2-ylmethylene)aniline

1-(1H-indol-3-yl)-2-((3-methoxyphenyl)amino)-2-(pyrazolo[1,5-a]pyridin-2-yl)ethan-1-one

Refernces

• 1、 -. "VOLTAGE-DEPENDENT T-TYPE CALCIUM CHANNEL INHIBITOR". Paragraph 0224. . Retrieved 2018/12/04.
• 2、 -. "SPIRO-OXADIAZOLINE COMPOUNDS AS AGONISTS OF α-7-NICOTINIC ACETYLCHOLINE RECEPTORS". Paragraph 00282-00283. . Retrieved 2015/05/19.