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

Base Information

• Chemical Name: Pyrazolo[1,5-a]pyridine-5-carbaldehyde
• CAS No.: 474432-59-2
• Molecular Formula: C8H6N2O
• Molecular Weight: 146.148
• Hs Code.: 2933990090
• European Community (EC) Number: 877-421-9
• DSSTox Substance ID: DTXSID60450744
• Wikidata: Q82270553
• Mol file: 474432-59-2.mol

Synonyms:Pyrazolo[1,5-a]pyridine-5-carbaldehyde;474432-59-2;PYRAZOLO[1,5-A]PYRIDINE-5-CARBOXALDEHYDE;Pyrazolo[1,5-a]pyridine-5-carboxaldehyde (9CI);SCHEMBL4087285;AMY7624;DTXSID60450744;HPALNHOPSODBEP-UHFFFAOYSA-N;ZTA43259;MFCD12828625;AKOS016005018;SB21256;AS-35704;FT-0740349;EN300-2961253;Z1255420637

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

Chemical Property:

• PSA: 34.37000
• LogP: 1.14680
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• XLogP3: 0.5
• 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-5-carbaldehyde 97.00% ^*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

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

There total 8 articles about Pyrazolo[1,5-a]pyridine-5-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: 91.0%

5-hydroxymethylpyrazolo[1,5-a]pyridine (474432-57-0) → pyrazolo[1,5-a]pyridine-5-carbaldehyde (474432-59-2)

Guidance literature:

With manganese(IV) oxide; In dichloromethane; at 20 ℃; for 19h;

DOI:10.1021/jm025558r

Reference yield: 32.0%

N-methoxy-N-methylpyrazolo[1,5-a]pyridine-5-carboxamide → pyrazolo[1,5-a]pyridine-5-carbaldehyde (474432-59-2)

Guidance literature:

With lithium aluminium tetrahydride; In tetrahydrofuran; at 0 - 20 ℃; for 1h;

Reference yield:

methyl 5-(hydroxymethyl)pyrazolo[1,5-a]pyridine-3-carboxylate (474432-56-9) → pyrazolo[1,5-a]pyridine-5-carbaldehyde (474432-59-2)

Guidance literature:

Multi-step reaction with 2 steps

1: 90 percent / H₂SO₄ / 3 h / 110 °C

2: 91 percent / MnO₂ / CH₂Cl₂ / 19 h / 20 °C

With manganese(IV) oxide; sulfuric acid; In dichloromethane;

DOI:10.1021/jm025558r

upstream raw materials:

5-hydroxymethylpyrazolo[1,5-a]pyridine

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

pyridine-4-methanol

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

Downstream raw materials:

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

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