Methyl 4-methylpyrazolo[1,5-a]pyridine-3-carboxylate

Base Information

• Chemical Name: Methyl 4-methylpyrazolo[1,5-a]pyridine-3-carboxylate
• CAS No.: 127717-19-5
• Molecular Formula: C₁₀H₁₀N₂O₂
• Molecular Weight: 190.202
• DSSTox Substance ID: DTXSID70562504
• Wikidata: Q82446696
• Mol file: 127717-19-5.mol

Synonyms:methyl 4-methylpyrazolo[1,5-a]pyridine-3-carboxylate;127717-19-5;Pyrazolo[1,5-a]pyridine-3-carboxylic acid, 4-methyl-, methyl ester;DTXSID70562504;AMY30521;CFA71719;AKOS025396647;DS-8226;CS-0160872;C72145;A889156;methyl4-methylpyrazolo[1,5-a]pyridine-3-carboxylate;4-Methyl-methyl pyrazolo[1,5-a]pyridine-3-carboxylate;Methyl 4-methylpyrazolo[1 pound not5-a]pyridine-3-carboxylate

Chemical Property of Methyl 4-methylpyrazolo[1,5-a]pyridine-3-carboxylate

Chemical Property:

• Melting Point: 108-109 °C(Solv: hexane (110-54-3))
• PKA: 0.91±0.30(Predicted)
• PSA: 43.60000
• Density: 1.23±0.1 g/cm3(Predicted)
• LogP: 1.42930
• Storage Temp.: 2-8°C
• XLogP3: 1.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 190.074227566
• Heavy Atom Count: 14
• Complexity: 232

Purity/Quality:

97% ^*data from raw suppliers

Methyl4-methylpyrazolo[1,5-a]pyridine-3-carboxylate 98% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC=CN2C1=C(C=N2)C(=O)OC

Technology Process of Methyl 4-methylpyrazolo[1,5-a]pyridine-3-carboxylate

There total 4 articles about Methyl 4-methylpyrazolo[1,5-a]pyridine-3-carboxylate 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: 70.0%

C10H12N2O3 → methyl 4-methylpyrazolo<1,5-a>pyridine-3-carboxylate (127717-19-5)

Guidance literature:

With trifluoroacetic anhydride; In tetrahydrofuran; for 5h; Reflux;

Reference yield: 18.0%

3-methyl-N-aminopyridinium mesitylenesulfonate (55899-02-0) + propynoic acid methyl ester (922-67-8) → methyl 4-methylpyrazolo<1,5-a>pyridine-3-carboxylate (127717-19-5) + methyl 6-methylpyrazolo<1,5-a>pyridine-3-carboxylate (127717-18-4)

Guidance literature:

With potassium carbonate; In tetrahydrofuran; Ambient temperature;

Reference yield:

C12H16N2O2 → methyl 4-methylpyrazolo<1,5-a>pyridine-3-carboxylate (127717-19-5)

Guidance literature:

With mesitylenesulfonylhydroxylamine; In dichloromethane; at 0 ℃; for 1h; regioselective reaction;

DOI:10.1021/acs.orglett.1c01431

upstream raw materials:

3-methyl-N-aminopyridinium mesitylenesulfonate

propynoic acid methyl ester

methyl 2-(3-methylpyridin-2-yl)acetate