Methyl imidazo[1,5-a]pyridine-8-carboxylate

Base Information

• Chemical Name: Methyl imidazo[1,5-a]pyridine-8-carboxylate
• CAS No.: 151509-02-3
• Molecular Formula: C9H8N2O2
• Molecular Weight: 176.17202
• Hs Code.: 2933990090
• DSSTox Substance ID: DTXSID70438851
• Wikidata: Q82254688
• Mol file: 151509-02-3.mol

Synonyms:Methyl imidazo[1,5-a]pyridine-8-carboxylate;151509-02-3;Methylimidazo[1,5-a]pyridine-8-carboxylate;DTXSID70438851;BGA50902;MFCD21336569;AKOS016001820;DS-3593;CS-0150790;O11978;A884088

Chemical Property of Methyl imidazo[1,5-a]pyridine-8-carboxylate

Chemical Property:

• PSA: 43.60000
• LogP: 1.12090
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 1.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 176.058577502
• Heavy Atom Count: 13
• Complexity: 208

Purity/Quality:

99% ^*data from raw suppliers

Methylimidazo[1,5-a]pyridine-8-carboxylate 98% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC(=O)C1=CC=CN2C1=CN=C2

Technology Process of Methyl imidazo[1,5-a]pyridine-8-carboxylate

There total 2 articles about Methyl imidazo[1,5-a]pyridine-8-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: 76.0%

methyl 2-(aminomethyl)-3-pyridinecarboxylate dihydrochloride (151509-01-2) + formyl acetic anhydride (2258-42-6) → methyl imidazo<1,5-a>pyridine-8-carboxylate (151509-02-3)

Guidance literature:

at 20 - 35 ℃; for 4h;

DOI:10.1002/jhet.5570300232

Reference yield:

3-carbomethoxy-2-pyridinecarbonitrile (75358-89-3) → methyl imidazo<1,5-a>pyridine-8-carboxylate (151509-02-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 93 percent / H₂, conc. hydrochloric acid / 10percent Pd/C / methanol / 3 h / 760 Torr / Ambient temperature

2: 76 percent / 4 h / 20 - 35 °C

With hydrogenchloride; hydrogen; palladium on activated charcoal; In methanol;

DOI:10.1002/jhet.5570300232

Reference yield: 66.0%

methyl imidazo<1,5-a>pyridine-8-carboxylate (151509-02-3) → imidazo<1,5-a>pyridine-8-carbaldehyde (151509-03-4)

Guidance literature:

With lithium aluminium tetrahydride; diethylamine; In pentane; for 1h; Ambient temperature;

DOI:10.1002/jhet.5570300232

upstream raw materials:

methyl 2-(aminomethyl)-3-pyridinecarboxylate dihydrochloride

formyl acetic anhydride

3-carbomethoxy-2-pyridinecarbonitrile

Downstream raw materials:

imidazo<1,5-a>pyridine-8-carbaldehyde

Refernces