Ethyl 3-(2-pyridinyl)-1H-pyrazole-5-carboxylate

Base Information

• Chemical Name: Ethyl 3-(2-pyridinyl)-1H-pyrazole-5-carboxylate
• CAS No.: 174139-65-2
• Molecular Formula: C11H11N3O2
• Molecular Weight: 217.227
• Hs Code.: 2933990090
• Mol file: 174139-65-2.mol

Synonyms:Ethyl 3-(2-pyridinyl)-1H-pyrazole-5-carboxylate;5-(Ethoxycarbonyl)-3-(pyridin-2-yl)-1H-pyrazole, 2-[5-(Ethoxycarbonyl)-1H-pyrazol-3-yl]pyridine;Ethyl 3-(pyridin-2-yl)-1H-pyrazole-5-carboxylate;Ethyl 5-(2-Pyridyl)pyrazole-3-carboxylate;Ethyl 3-(pyridin-2-yl)pyrazole-5-carboxylate;ethyl 5-(pyridin-2-yl)-1H-pyrazole-3-carboxylate

Chemical Property of Ethyl 3-(2-pyridinyl)-1H-pyrazole-5-carboxylate

Chemical Property:

• Vapor Pressure: 4.1E-08mmHg at 25°C
• Melting Point: 96-98°
• Boiling Point: 445°C at 760 mmHg
• PKA: 10.09±0.19(Predicted)
• Flash Point: 222.9°C
• PSA: 67.87000
• Density: 1.249g/cm³
• LogP: 1.64840
• Storage Temp.: 2-8°C

Purity/Quality:

97% ^*data from raw suppliers

Ethyl 3-(2-pyridinyl)-1H-pyrazole-5-carboxylate >95% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of Ethyl 3-(2-pyridinyl)-1H-pyrazole-5-carboxylate

There total 5 articles about Ethyl 3-(2-pyridinyl)-1H-pyrazole-5-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: 87.0%

diazoacetic acid ethyl ester (623-73-4) + 2-ethynylpyridine (1945-84-2) → ethyl 3-(pyridin-2-yl)-1H-pyrazole-5-carboxylate (174139-65-2)

Guidance literature:

With zinc trifluoromethanesulfonate; triethylamine; at 100 ℃; for 8h;

DOI:10.1016/j.tetlet.2009.03.030

Reference yield: 66.0%

4-ethoxy-3,4-dioxo-1-(pyridin-2-yl)but-1-en-1-olate lithium → ethyl 3-(pyridin-2-yl)-1H-pyrazole-5-carboxylate (174139-65-2)

Guidance literature:

With hydrazine hydrate; acetic acid; at 100 ℃; for 12h;

Reference yield:

ethyl 2,4-dioxo-4-(pyridin-2-yl)butanoate (92288-93-2) → ethyl 3-(pyridin-2-yl)-1H-pyrazole-5-carboxylate (174139-65-2)

Guidance literature:

With hydrazine hydrate; In ethanol; at 90 ℃; for 8h;

DOI:10.1021/acs.jmedchem.1c01437

upstream raw materials:

diazoacetic acid ethyl ester

2-ethynylpyridine

2-acetylpyridine

ethyl 2,4-dioxo-4-(pyridin-2-yl)butanoate

Downstream raw materials:

ethyl 1-[2-(4-chlorophenyl)-2-oxoethyl]-5-(pyridin-2-yl)-1H-pyrazole-3-carboxylate

ethyl 1-[2-(4-chlorophenyl)-2-oxoethyl]-3-(pyridin-2-yl)-1H-pyrazole-5-carboxylate

10a-(4-chlorophenyl)-7-(pyridin-2-yl)-2,3,10,10a-tetrahydro-1H,5H-imidazo[1,2-a]pyrazolo[1,5-d]pyrazin-5-one

10a-(4-chlorophenyl)-1-[(3-methyl-1,2-oxazol-4-yl)carbonyl]-7-(pyridin-2-yl)-2,3,10,10a-tetrahydro-1H,5H-imidazo[1,2-a]pyrazolo[1,5-d]pyrazin-5-one