Ethyl pyrazolo[1,5-a]pyridine-3-carboxylate

Base Information

• Chemical Name: Ethyl pyrazolo[1,5-a]pyridine-3-carboxylate
• CAS No.: 16205-44-0
• Molecular Formula: C10H10N2O2
• Molecular Weight: 190.07
• Hs Code.: 2933990090
• DSSTox Substance ID: DTXSID80383686
• Nikkaji Number: J3.210.991H
• Wikidata: Q27452355
• ChEMBL ID: CHEMBL2326880
• Mol file: 16205-44-0.mol

Synonyms:ethyl pyrazolo[1,5-a]pyridine-3-carboxylate;16205-44-0;PYRAZOLO[1,5-A]PYRIDINE-3-CARBOXYLIC ACID ETHYL ESTER;Ethylpyrazolo[1,5-a]pyridine-3-carboxylate;ethyl H-pyrazolo[1,5-a]pyridine-3-carboxylate;MFCD06411542;CHEMBL2326880;Pyrazolo[1,5-a]pyridine-3-carboxylic acid, ethyl ester;SCHEMBL600704;DTXSID80383686;IDHMFSBXNNIWCT-UHFFFAOYSA-N;CS-D0884;BBL100494;BDBM50490489;STL554288;AKOS005254487;PB29374;PS-3727;SDCCGMLS-0066065.P001;SY060415;AM20050857;FT-0650917;A810331;W-205891;Q27452355;1QP

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

Chemical Property:

• Refractive Index: 1.594
• Boiling Point: 134-135°C/3mm
• PKA: 0.68±0.30(Predicted)
• Flash Point: 134-135°C/2.3mm
• PSA: 43.60000
• Density: 1.228 g/cm³
• LogP: 1.51100
• Storage Temp.: 2-8°C
• XLogP3: 1.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 190.074227566
• Heavy Atom Count: 14
• Complexity: 220

Purity/Quality:

98%,99%, ^*data from raw suppliers

EthylPyrazolo[1,5-a]pyridine-3-carboxylate ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 22-36/37/38
• Safety Statements: 23-26-36/37/39

MSDS Files:

SDS file from LookChem

Useful:

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

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

There total 7 articles about Ethyl pyrazolo[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: 96.0%

N-aminopyridin-1-ium iodide (6295-87-0) + propynoic acid ethyl ester (623-47-2) → Pyrazolo<1,5-a>pyridin-3-carbonsaeureethylester (16205-44-0)

Guidance literature:

With potassium carbonate; In N,N-dimethyl-formamide; at 0 - 20 ℃;

Reference yield: 96.0%

C5H6N2*C9H12O3S + propynoic acid ethyl ester (623-47-2) → Pyrazolo<1,5-a>pyridin-3-carbonsaeureethylester (16205-44-0)

Guidance literature:

With potassium carbonate; In N,N-dimethyl-formamide; at 20 ℃; for 72h; Large scale;

Reference yield: 84.0%

N-aminopyridin-1-ium iodide (6295-87-0) + ethyl acrylate (140-88-5,9003-32-1) → Pyrazolo<1,5-a>pyridin-3-carbonsaeureethylester (16205-44-0)

Guidance literature:

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

DOI:10.1055/s-0036-1588753

upstream raw materials:

N-aminopyridin-1-ium iodide

propynoic acid ethyl ester

ethyl acrylate

Ethyl propionate

Downstream raw materials:

1-nitropyrazolo<5,1-a>pyridine

7-Iodopyrazolo[1,5-a]pyridine

2-phenylpyrazolo[1,5-a]pyridine

Refernces

• 1、 Agheli, Z.,Beyramabadi, S. A.,Davoodnia, A.,Pordel, M.. "Pyrido[1',2':1,5]pyrazolo[4,3-b]quinolines as New Fluorescent Heterocyclic Systems for Dye-Sensitized Solar Cells". . p. 1345 - 1350. Retrieved 2020.
• 2、 -. "Preparation method of pyrazolo[1,5-a]pyridine derivative". Paragraph 0046-0054. . Retrieved 2021/04/21.