Ethyl 7-methylpyrazolo[1,5-a]pyridine-3-carboxylate

Base Information

• Chemical Name: Ethyl 7-methylpyrazolo[1,5-a]pyridine-3-carboxylate
• CAS No.: 16205-45-1
• Molecular Formula: C11H12 N2 O2
• Molecular Weight: 204.23
• Hs Code.: 2933990090
• DSSTox Substance ID: DTXSID00599747
• Wikidata: Q82495683
• Mol file: 16205-45-1.mol

Synonyms:16205-45-1;ethyl 7-methylpyrazolo[1,5-a]pyridine-3-carboxylate;7-METHYL-PYRAZOLO[1,5-A]PYRIDINE-3-CARBOXYLIC ACID ETHYL ESTER;ETHYL 7-METHYLH-PYRAZOLO[1,5-A]PYRIDINE-3-CARBOXYLATE;MFCD00266843;Ethyl7-methylpyrazolo[1,5-a]pyridine-3-carboxylate;SCHEMBL7309504;DTXSID00599747;QJBRIZZPBNROSI-UHFFFAOYSA-N;AMY30456;AKOS016003363;AB05497;BS-21627;SY128159;DB-064435;CS-0085165;A883016;W-205892;7-methylpyrazolo[1,5-a]pyridine-3-carboxylic acid ethyl ester;7-methyl-8H-pyrazolo[1,5-a]pyridine-3-carboxylic acid ethyl ester;Pyrazolo[1,5-a]pyridine-3-carboxylic acid, 7-methyl-, ethyl ester

Chemical Property of Ethyl 7-methylpyrazolo[1,5-a]pyridine-3-carboxylate

Chemical Property:

• Refractive Index: 1.584
• PSA: 43.60000
• Density: 1.19g/cm³
• LogP: 1.81940
• Storage Temp.: 2-8°C
• XLogP3: 1.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 204.089877630
• Heavy Atom Count: 15
• Complexity: 245

Purity/Quality:

97% ^*data from raw suppliers

Ethyl7-Methylpyrazolo[1,5-A]pyridine-3-carboxylate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)C1=C2C=CC=C(N2N=C1)C

Technology Process of Ethyl 7-methylpyrazolo[1,5-a]pyridine-3-carboxylate

There total 2 articles about Ethyl 7-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: 37.0%

α-picoline (109-06-8) + propynoic acid ethyl ester (623-47-2) → ethyl 7-methylpyrazolo[1,5-a]pyridine-3-carboxylate (16205-45-1)

Guidance literature:

α-picoline; With mesitylenesulfonylhydroxylamine; In dichloromethane; at 0 ℃; for 2h;

propynoic acid ethyl ester; With potassium carbonate; In N,N-dimethyl-formamide; at 20 ℃; for 18h;

DOI:10.1016/j.bmc.2011.11.029

Reference yield:

→ ethyl 7-methylpyrazolo[1,5-a]pyridine-3-carboxylate (16205-45-1)

Guidance literature:

Ethylpropiolat, 1-Amino-α-picoliniumiodid, K2CO3;

DOI:10.1021/jo01269a075

Reference yield:

ethyl 7-methylpyrazolo[1,5-a]pyridine-3-carboxylate (16205-45-1) → N,2-dimethyl-N'-((7-methylpyrazolo[1,5-a]pyridin-3-yl)methylene)-5-nitrobenzenesulfonohydrazide (1356145-18-0)

Guidance literature:

Multi-step reaction with 4 steps

1.1: sulfuric acid; water / 18 h / Reflux

1.2: pH 7

2.1: trichlorophosphate / 2 h / 20 °C / Inert atmosphere

2.2: pH 10

3.1: sodium hydrogencarbonate / methanol

4.1: sodium hydrogencarbonate / methanol / 0.5 h

With sulfuric acid; water; sodium hydrogencarbonate; trichlorophosphate; In methanol; 2.1: Vilsmeier formylation;

DOI:10.1016/j.bmc.2011.11.029

upstream raw materials:

α-picoline

propynoic acid ethyl ester

Downstream raw materials:

N,2-dimethyl-N'-((7-methylpyrazolo[1,5-a]pyridin-3-yl)methylene)-5-nitrobenzenesulfonohydrazide

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