5-Methylpyrazolo[1,5-a]pyridine-3-carboxylic acid

Base Information

• Chemical Name: 5-Methylpyrazolo[1,5-a]pyridine-3-carboxylic acid
• CAS No.: 143803-80-9
• Molecular Formula: C₉H₈N₂O₂
• Molecular Weight: 176.175
• Hs Code.: 2933990090
• DSSTox Substance ID: DTXSID80599745
• Wikidata: Q82495681
• Mol file: 143803-80-9.mol

Synonyms:5-methylpyrazolo[1,5-a]pyridine-3-carboxylic acid;143803-80-9;5-METHYL-PYRAZOLO[1,5-A]PYRIDINE-3-CARBOXYLIC ACID;Pyrazolo[1,5-a]pyridine-3-carboxylic acid, 5-methyl-;SCHEMBL3073610;DTXSID80599745;HZJGXGAWAMFKHK-UHFFFAOYSA-N;AMY30443;AKOS006284836;AB39186;WS-02074;DB-063497;CS-0372933;EN300-84744;D86306;5-Methylpyrazolo[1,5-a]pyridine-3-carboxylicacid;A808112;F2199-0092;Z1198172892

Chemical Property of 5-Methylpyrazolo[1,5-a]pyridine-3-carboxylic acid

Chemical Property:

• PKA: -0.59±0.41(Predicted)
• PSA: 54.60000
• Density: 1.35±0.1 g/cm3(Predicted)
• LogP: 1.34090
• XLogP3: 1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 176.058577502
• Heavy Atom Count: 13
• Complexity: 220

Purity/Quality:

97% ^*data from raw suppliers

5-methylpyrazolo[1,5-a]pyridine-3-carboxylicAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC2=C(C=NN2C=C1)C(=O)O

Technology Process of 5-Methylpyrazolo[1,5-a]pyridine-3-carboxylic acid

There total 4 articles about 5-Methylpyrazolo[1,5-a]pyridine-3-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: 91.0%

ethyl 5-methylpyrazolo[1,5-a]pyridine-3-carboxylate (51135-70-7) → 5-methylpyrazolo[1,5-a]pyridine-3-carboxylic acid (143803-80-9)

Guidance literature:

ethyl 5-methylpyrazolo[1,5-a]pyridine-3-carboxylate; With sodium hydroxide; In ethanol; for 6h; Reflux;

With hydrogenchloride; In ethanol; water; pH=1;

DOI:10.1016/j.bmc.2011.11.029

Reference yield:

picoline (108-89-4) → 5-methylpyrazolo[1,5-a]pyridine-3-carboxylic acid (143803-80-9)

Guidance literature:

Multi-step reaction with 2 steps

1.1: mesitylenesulfonylhydroxylamine / dichloromethane / 2 h / 0 °C

1.2: 18 h / 20 °C

2.1: sodium hydroxide / ethanol / 6 h / Reflux

2.2: pH 1

With mesitylenesulfonylhydroxylamine; sodium hydroxide; In ethanol; dichloromethane;

DOI:10.1016/j.bmc.2011.11.029

Reference yield:

C10H10N2O2 (1167055-25-5) → 5-methylpyrazolo[1,5-a]pyridine-3-carboxylic acid (143803-80-9)

Guidance literature:

With methanol; water; lithium hydroxide; at 70 ℃;

DOI:10.1016/j.bmcl.2009.09.010

upstream raw materials:

ethyl 5-methylpyrazolo[1,5-a]pyridine-3-carboxylate

C₁₀H₁₀N₂O₂

picoline

Downstream raw materials:

N,2-dimethyl-N'-((5-methylpyrazolo[1,5-a]pyridin-3-yl)-methylene)-5-nitrobenzenesulfonohydrazide

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