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

Base Information

• Chemical Name: Ethyl 5-methoxypyrazolo[1,5-a]pyridine-3-carboxylate
• CAS No.: 99446-53-4
• Molecular Formula: C₁₁H₁₂N₂O₃
• Molecular Weight: 220.228
• Hs Code.: 2933990090
• DSSTox Substance ID: DTXSID90542828
• Wikidata: Q82419608
• Mol file: 99446-53-4.mol

Synonyms:99446-53-4;ethyl 5-methoxypyrazolo[1,5-a]pyridine-3-carboxylate;5-METHOXY-PYRAZOLO[1,5-A]PYRIDINE-3-CARBOXYLIC ACID ETHYL ESTER;ETHYL 5-METHOXYH-PYRAZOLO[1,5-A]PYRIDINE-3-CARBOXYLATE;Ethyl5-methoxypyrazolo[1,5-a]pyridine-3-carboxylate;SCHEMBL3084426;DTXSID90542828;HSPHWUOHGCUYBO-UHFFFAOYSA-N;AMY30445;MFCD06739194;AKOS016003470;AB28831;AS-35713;CS-0342222;A858465;J-521144;Pyrazolo[1,5-a]pyridine-3-carboxylicacid,5-methoxy-,ethyl ester

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

Chemical Property:

• Refractive Index: 1.575
• PSA: 52.83000
• Density: 1.246g/cm³
• LogP: 1.51960
• Storage Temp.: 2-8°C
• XLogP3: 1.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 4
• Exact Mass: 220.08479225
• Heavy Atom Count: 16
• Complexity: 260

Purity/Quality:

97% ^*data from raw suppliers

Ethyl5-Methoxypyrazolo[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=C(C=CN2N=C1)OC

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

There total 1 articles about Ethyl 5-methoxypyrazolo[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: 23.0%

4-methoxypyridine (620-08-6,1232006-56-2) + propynoic acid ethyl ester (623-47-2) → ethyl 5-methoxypyrazolo[1,5-a]pyridine-3-carboxylate (99446-53-4)

Guidance literature:

4-methoxypyridine; With O-(2,4-dinitrophenyl)hydroxylamine; In acetonitrile; at 40 ℃; for 18h;

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: 88.0%

ethyl 5-methoxypyrazolo[1,5-a]pyridine-3-carboxylate (99446-53-4) → pyrazolo<1,5-a>pyridin-5-ol (156969-42-5)

Guidance literature:

ethyl 5-methoxypyrazolo[1,5-a]pyridine-3-carboxylate; With sulfuric acid; water; for 18h; Reflux;

With sodium hydroxide; In water; pH=7;

DOI:10.1016/j.bmc.2011.11.029

Reference yield:

ethyl 5-methoxypyrazolo[1,5-a]pyridine-3-carboxylate (99446-53-4) → C16H15N5O5S

Guidance literature:

Multi-step reaction with 4 steps

1.1: sulfuric acid; water / 18 h / Reflux

1.2: pH 7

2.1: potassium carbonate / N,N-dimethyl-formamide / 3 h

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

3.2: pH 10

4.1: methanol / 4 h / 20 °C

With sulfuric acid; water; potassium carbonate; trichlorophosphate; In methanol; N,N-dimethyl-formamide; 3.1: Vilsmeier formylation;

DOI:10.1016/j.bmc.2011.11.029

upstream raw materials:

4-methoxypyridine

propynoic acid ethyl ester

Downstream raw materials:

5-methoxypyrazolo[1,5-a]pyridine

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

3-((2-methyl-2-(2-methyl-5-nitrophenylsulfonyl)-hydrazono)methyl)pyrazolo[1,5-a]pyridin-5-yl acetate

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

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