Imidazo[1,5-A]pyridine-1-carboxylic acid

Base Information

• Chemical Name: Imidazo[1,5-A]pyridine-1-carboxylic acid
• CAS No.: 138891-51-7
• Molecular Formula: C8H6N2O2
• Molecular Weight: 162.14544
• Hs Code.: 2933990090
• European Community (EC) Number: 820-147-1
• DSSTox Substance ID: DTXSID20569487
• Nikkaji Number: J432.373D
• Wikidata: Q72482259
• Mol file: 138891-51-7.mol

Synonyms:IMIDAZO[1,5-A]PYRIDINE-1-CARBOXYLIC ACID;138891-51-7;Imidazo[1,5-a]pyridine-1-carboxylic acid (9CI);MFCD11846503;Imidazo[1,5-a]pyridine-1-carboxylicacid;1H-imidazo[1,5-a]pyridine-1-carboxylic acid;SCHEMBL415747;DTXSID20569487;AKOS016001944;CS-W022763;FS-3628;PB32988;AC-29383;SY021952;AM20130026;EN300-269218;Imidazo[1 pound not5-a]pyridine-1-carboxylic acid;F2185-0585;Z1255387817

Chemical Property of Imidazo[1,5-A]pyridine-1-carboxylic acid

Chemical Property:

• PKA: -3.40±0.41(Predicted)
• PSA: 54.60000
• Density: 1.418 g/cm³
• LogP: 1.03250
• Storage Temp.: 2-8°C
• XLogP3: 1.7
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 162.042927438
• Heavy Atom Count: 12
• Complexity: 196

Purity/Quality:

97% ^*data from raw suppliers

Imidazo[1,5-a]pyridine-1-carboxylic acid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC2=C(N=CN2C=C1)C(=O)O

Technology Process of Imidazo[1,5-A]pyridine-1-carboxylic acid

There total 2 articles about Imidazo[1,5-A]pyridine-1-carboxylic acid 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: 97.4%

ethyl imidazo[1,5-a]pyridine-1-carboxylate (119448-87-2) → imidazo<1,5-a>pyridine-1-carboxylic acid (138891-51-7)

Guidance literature:

With sodium hydroxide; at 100 ℃; for 3h; Temperature;

Reference yield:

aminopyridin-2-ylacetic acid ethyl ester (55243-15-7) → imidazo<1,5-a>pyridine-1-carboxylic acid (138891-51-7)

Guidance literature:

Multi-step reaction with 2 steps

1: 77 percent / toluene / 0.5 h / Heating

2: 69 percent / aq. NaOH / ethanol / 1 h / Heating

With sodium hydroxide; In ethanol; toluene;

DOI:10.1002/jhet.5570280712

Reference yield: 84.0%

2-(6-chloropyridin-3-yl)-4-(2-methoxyethoxy)-5,6,7,8-tetrahydropyrido[4,3-d]pyrimidine (1257051-77-6) + imidazo<1,5-a>pyridine-1-carboxylic acid (138891-51-7) → 2-(6-chloropyridin-3-yl)-4-(2-methoxyethoxy)-7,8-dihydropyrido[4,3-d]pyrimidin-6(5H)-yl(imidazo[1,5-a]pyridin-1-yl)methanone (1257051-63-0)

Guidance literature:

With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; In N,N-dimethyl-formamide; at 60 ℃; for 1h;

upstream raw materials:

ethyl imidazo[1,5-a]pyridine-1-carboxylate

aminopyridin-2-ylacetic acid ethyl ester

Downstream raw materials:

2-(6-chloropyridin-3-yl)-4-(2-methoxyethoxy)-7,8-dihydropyrido[4,3-d]pyrimidin-6(5H)-yl(imidazo[1,5-a]pyridin-1-yl)methanone