7-Methylimidazo[1,2-A]pyridine-3-carbaldehyde

Base Information

• Chemical Name: 7-Methylimidazo[1,2-A]pyridine-3-carbaldehyde
• CAS No.: 30384-94-2
• Molecular Formula: C9H8N2O
• Molecular Weight: 160.17
• Hs Code.: 2933990090
• DSSTox Substance ID: DTXSID50444617
• Nikkaji Number: J988.710E
• Wikidata: Q72491688
• Mol file: 30384-94-2.mol

Synonyms:7-METHYLIMIDAZO[1,2-A]PYRIDINE-3-CARBALDEHYDE;30384-94-2;7-Methylimidazo[1,2-a]pyridine-3-carboxaldehyde;Imidazo[1,2-a]pyridine-3-carboxaldehyde, 7-methyl-;SCHEMBL5634440;DTXSID50444617;MFCD09994349;AKOS006310416;AB55728;AM806334;AS-68456;CS-0217835;EN300-87273;A876204;Z1198268066

Chemical Property of 7-Methylimidazo[1,2-A]pyridine-3-carbaldehyde

Chemical Property:

• PKA: 4.79±0.50(Predicted)
• PSA: 34.37000
• Density: 1.211 g/cm³
• LogP: 1.45520
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• XLogP3: 1.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 160.063662883
• Heavy Atom Count: 12
• Complexity: 183

Purity/Quality:

98%min ^*data from raw suppliers

7-methylimidazo[1,2-a]pyridine-3-carbaldehyde ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC2=NC=C(N2C=C1)C=O

Technology Process of 7-Methylimidazo[1,2-A]pyridine-3-carbaldehyde

There total 8 articles about 7-Methylimidazo[1,2-A]pyridine-3-carbaldehyde 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: 98.8%

7-Methyl-imidazo[1,2-a]pyridine (874-39-5) + N-methyl-N-phenylformamide (93-61-8) → 7-methylimidazo<1,2-a>pyridine-3-carboxaldehyde (30384-94-2)

Guidance literature:

With tert.-butylhydroperoxide; cyclopentadienyltricarbonyliron; [copper(II)(trifluoroacetylacetonate)₂]; N-butylpyridine p-toluenesulfonate; In ethanol; at 80 ℃; for 11h; Reagent/catalyst;

Reference yield: 85.0%

dimethyl sulfoxide (67-68-5,8070-53-9) + 7-Methyl-imidazo[1,2-a]pyridine (874-39-5) → 7-methylimidazo<1,2-a>pyridine-3-carboxaldehyde (30384-94-2)

Guidance literature:

With iron(III) chloride; oxygen; acetic acid; at 100 ℃; for 12h; under 760.051 Torr; chemoselective reaction;

DOI:10.1016/j.tetlet.2016.07.057

Reference yield: 80.0%

4-methyl-N-(prop-2-ynyl)pyridine-2-amine (1249030-09-8) → 7-methylimidazo<1,2-a>pyridine-3-carboxaldehyde (30384-94-2)

Guidance literature:

With N,N,N,N,-tetramethylethylenediamine; oxygen; silver nitrate; In acetonitrile; at 60 ℃; for 4h;

DOI:10.1021/jo3025303

upstream raw materials:

N,N-dimethyl-formamide

7-Methyl-imidazo[1,2-a]pyridine

2-Amino-4-methylpyridine

4-methyl-N-(prop-2-ynyl)pyridine-2-amine

Downstream raw materials:

7-Methyl-imidazo[1,2-a]pyridine-3-carbaldehyde oxime

7-Methyl-3-vinyl-imidazo[1,2-a]pyridine

Refernces

• 1、 Wei, Li,Yao, Fang,Yi, Feiyan,Cai, Mingzhong. "Heterogeneous gold(I)-catalysed annulation between 2-aminopyridines and propiolaldehydes leading to 3-acylimidazo[1,2-a]pyridines". . p. 341 - 346. Retrieved 2018/08/21.
• 2、 Xiang, Shijian,Chen, Huoji,Liu, Qiang. "Aerobic iron(III)-catalyzed direct formylation of imidazo[1,2-a]pyridine using DMSO as carbon source". supporting information. p. 3870 - 3872. Retrieved 2016/08/02.