Pyrazolo[1,5-a]pyridine-7-carbaldehyde

Base Information

• Chemical Name: Pyrazolo[1,5-a]pyridine-7-carbaldehyde
• CAS No.: 362661-83-4
• Molecular Formula: C8H6N2O
• Molecular Weight: 146.148
• Hs Code.: 2933990090
• European Community (EC) Number: 670-533-7
• DSSTox Substance ID: DTXSID20446320
• Wikidata: Q82264938
• Mol file: 362661-83-4.mol

Synonyms:Pyrazolo[1,5-a]pyridine-7-carbaldehyde;362661-83-4;Pyrazolo[1,5-a]pyridine-7-carboxaldehyde;MFCD06739029;352661-83-7;SCHEMBL4126928;DTXSID20446320;SGNBVQKSJWCGOJ-UHFFFAOYSA-N;BBL100794;STL554588;AKOS005255496;AB28423;AS-63729;AM20051115;CS-0132249;FT-0678113;EN300-1165532;A874385;Pyrazolo[1,5-alpha]pyridine-7-carboxaldehyde, 97%;Z1160902160

Chemical Property of Pyrazolo[1,5-a]pyridine-7-carbaldehyde

Chemical Property:

• Melting Point: 83-86°C
• PKA: 1.21±0.30(Predicted)
• PSA: 34.37000
• Density: 1.24 g/cm³
• LogP: 1.14680
• XLogP3: 0.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 146.048012819
• Heavy Atom Count: 11
• Complexity: 160

Purity/Quality:

97% ^*data from raw suppliers

Pyrazolo[1,5-a]pyridine-7-carbaldehyde ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 22-38-43
• Safety Statements: 36/37

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of Pyrazolo[1,5-a]pyridine-7-carbaldehyde

There total 2 articles about Pyrazolo[1,5-a]pyridine-7-carbaldehyde 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: 86.0%

3-azaindolizine (274-56-6) + formic acid ethyl ester (109-94-4) → pyrazolo[1,5-a]pyridine-7-carboxaldehyde (362661-83-4)

Guidance literature:

3-azaindolizine; With n-butyllithium; In tetrahydrofuran; at -78 ℃;

formic acid ethyl ester; In tetrahydrofuran; at -78 ℃; for 0.5h;

DOI:10.1021/jm015522j

Reference yield:

Pyrazolo<1,5-a>pyridin-3-carbonsaeureethylester (16205-44-0) → pyrazolo[1,5-a]pyridine-7-carboxaldehyde (362661-83-4)

Guidance literature:

Multi-step reaction with 2 steps

1.1: 86 percent / 40 percent aq. H₂SO₄ / 3 h / Heating

2.1: n-BuLi / tetrahydrofuran / -78 °C

2.2: 86 percent / tetrahydrofuran / 0.5 h / -78 °C

With n-butyllithium; sulfuric acid; In tetrahydrofuran;

DOI:10.1021/jm015522j

Reference yield: 87.0%

4-(4-chlorophenyl) piperazine (38212-33-8) + pyrazolo[1,5-a]pyridine-7-carboxaldehyde (362661-83-4) → 7-[4-(4-chloro-phenyl)-piperazin-1-ylmethyl]-pyrazolo[1,5-a]pyridine

Guidance literature:

With sodium tris(acetoxy)borohydride; In dichloromethane; at 20 ℃; for 16h;

DOI:10.1021/jm015522j

upstream raw materials:

3-azaindolizine

formic acid ethyl ester

Pyrazolo<1,5-a>pyridin-3-carbonsaeureethylester

Downstream raw materials:

pyrazolo[1,5-a]pyridine-7-carboxylic acid

1-(1H-indol-3-yl)-2-((3-methoxyphenyl)amino)-2-(pyrazolo[1,5-a]pyridin-7-yl)ethanone

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