Diethyl pyrazolo[1,5-a]pyridine-2,3-dicarboxylate

Base Information

• Chemical Name: Diethyl pyrazolo[1,5-a]pyridine-2,3-dicarboxylate
• CAS No.: 1226776-92-6
• Molecular Formula: C13H14N2O4
• Molecular Weight: 262.26126
• Hs Code.: 2933990090
• DSSTox Substance ID: DTXSID20705207
• Nikkaji Number: J3.131.331G
• Wikidata: Q82637982
• Mol file: 1226776-92-6.mol

Synonyms:diethyl pyrazolo[1,5-a]pyridine-2,3-dicarboxylate;1226776-92-6;Pyrazolo[1,5-a]pyridine-2,3-dicarboxylic acid diethyl ester;MFCD16495867;DiethylPyrazolo[1,5-a]pyridine-2,3-dicarboxylate;DTXSID20705207;AMY20456;BZB77692;AKOS015950533;AS-31922;SY007786;CS-0085170;FT-0743159;A891072;Pyrazolo[1,5-a]pyridine-2,3-dicarboxylic acid, 2,3-diethyl ester

Chemical Property of Diethyl pyrazolo[1,5-a]pyridine-2,3-dicarboxylate

Chemical Property:

• PSA: 69.90000
• LogP: 1.68770
• Storage Temp.: 2-8°C
• XLogP3: 1.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 6
• Exact Mass: 262.09535693
• Heavy Atom Count: 19
• Complexity: 348

Purity/Quality:

97% ^*data from raw suppliers

Diethylpyrazolo[1,5-a]pyridine-2,3-dicarboxylate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)C1=C2C=CC=CN2N=C1C(=O)OCC

Technology Process of Diethyl pyrazolo[1,5-a]pyridine-2,3-dicarboxylate

There total 1 articles about Diethyl pyrazolo[1,5-a]pyridine-2,3-dicarboxylate 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: 75.0%

N-aminopyridin-1-ium iodide (6295-87-0) + acetylenedicarboxylic acid diethyl ester (762-21-0) → diethyl pyrazolo[1,5-a]pyridine-2,3-dicarboxylate (1226776-92-6)

Guidance literature:

With oxygen; In 1-methyl-pyrrolidin-2-one; at 20 ℃; for 24h;

DOI:10.1055/s-0036-1588753

Reference yield: 71.0%

1-bromo-4-methoxy-benzene (104-92-7) + diethyl pyrazolo[1,5-a]pyridine-2,3-dicarboxylate (1226776-92-6) → diethyl 7-(4-methoxyphenyl)pyrazolo[1,5-a]pyridine-2,3-dicarboxylate

Guidance literature:

With 1,10-Phenanthroline; palladium(II) acetate*1,10-phenanthroline; caesium carbonate; copper(l) chloride; In 1,3,5-trimethyl-benzene; at 160 ℃; for 24h; Sealed tube; Molecular sieve;

DOI:10.1002/adsc.201500726

Reference yield: 71.0%

p-trifluoromethylphenyl bromide (402-43-7) + diethyl pyrazolo[1,5-a]pyridine-2,3-dicarboxylate (1226776-92-6) → diethyl 7-(4-(trifluoromethyl)phenyl)pyrazolo[1,5-a]pyridine-2,3-dicarboxylate

Guidance literature:

With 1,10-Phenanthroline; palladium(II) acetate*1,10-phenanthroline; caesium carbonate; copper(l) chloride; In 1,3,5-trimethyl-benzene; at 160 ℃; for 24h; Sealed tube; Molecular sieve;

DOI:10.1002/adsc.201500726

upstream raw materials:

N-aminopyridin-1-ium iodide

acetylenedicarboxylic acid diethyl ester

Downstream raw materials:

diethyl 7-iodopyrazolo[1,5-a]pyridine-2,3-dicarboxylate

C₁₁H₉IN₂O₄

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