Ethyl 5-methylpyrazolo[1,5-A]pyridine-3-carboxylate

Base Information

• Chemical Name: Ethyl 5-methylpyrazolo[1,5-A]pyridine-3-carboxylate
• CAS No.: 51135-70-7
• Molecular Formula: C₁₁H₁₂N₂O₂
• Molecular Weight: 204.228
• Hs Code.: 2933990090
• DSSTox Substance ID: DTXSID40599746
• Wikidata: Q82495682
• Mol file: 51135-70-7.mol

Synonyms:51135-70-7;ETHYL 5-METHYLPYRAZOLO[1,5-A]PYRIDINE-3-CARBOXYLATE;5-methyl-pyrazolo[1,5-a]pyridine-3-carboxylic acid ethyl ester;SCHEMBL3073456;Ethyl-5-methylH-pyrazolo[1,5-a]pyridine-3-carboxylate;DTXSID40599746;DQUKVLJJYYYMFC-UHFFFAOYSA-N;BDBM561906;AMY30444;MFCD06739193;US11390631, Example 449;AKOS024015656;AB28827;AS-71323;DB-071311;CS-0035555;A871360;ethyl 5-methyl-pyrazolo[1,5-a]pyridine-3-carboxylate;ETHYL5-METHYLPYRAZOLO[1,5-A]PYRIDINE-3-CARBOXYLATE

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

Chemical Property:

• PSA: 43.60000
• LogP: 1.81940
• Storage Temp.: 2-8°C
• XLogP3: 1.6
• 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

5-Methyl-pyrazolo[1,5-a]pyridine-3-carboxylicacidethylester 96% ^*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)C

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

There total 7 articles about Ethyl 5-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: 77.0%

dihydroxy-methyl-borane (13061-96-6) + ethyl 5-bromopyrazolo[1,5-a]pyridine-3-carboxylate (885276-93-7) → ethyl 5-methylpyrazolo[1,5-a]pyridine-3-carboxylate (51135-70-7)

Guidance literature:

With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; caesium carbonate; In N,N-dimethyl-formamide; at 100 ℃; for 2h;

Reference yield: 59.8%

picoline (108-89-4) + propynoic acid ethyl ester (623-47-2) → ethyl 5-methylpyrazolo[1,5-a]pyridine-3-carboxylate (51135-70-7)

Guidance literature:

picoline; With N-(2,4-dinitrophenyl)hydroxylamine; In acetonitrile; at 20 ℃; for 12h;

propynoic acid ethyl ester; With potassium carbonate; In N,N-dimethyl-formamide; at 20 ℃; for 10h;

Reference yield: 54.0%

→ ethyl 5-methylpyrazolo[1,5-a]pyridine-3-carboxylate (51135-70-7)

Guidance literature:

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

upstream raw materials:

picoline

propynoic acid ethyl ester

1-amino-4-methylpyridin-1-ium 2,4,6-trimethylbenzene sulfonate

ethyl O-(2-mesitylenesulfonyl)acetohydroxamate

Downstream raw materials:

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

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