Imidazo[1,2-a]pyridine-5-carbaldehyde

Base Information

• Chemical Name: Imidazo[1,2-a]pyridine-5-carbaldehyde
• CAS No.: 372147-50-7
• Molecular Formula: C8H6N2O
• Molecular Weight: 146.15
• Hs Code.: 2933998090
• European Community (EC) Number: 803-726-3
• DSSTox Substance ID: DTXSID90450353
• Nikkaji Number: J1.638.152G
• Wikidata: Q82270028
• Mol file: 372147-50-7.mol

Synonyms:imidazo[1,2-a]pyridine-5-carbaldehyde;372147-50-7;IMIDAZO[1,2-A]PYRIDINE-5-CARBOXALDEHYDE;SCHEMBL4115439;DTXSID90450353;IZZPLXLDWJCBDF-UHFFFAOYSA-N;XPA14750;MFCD10698080;AKOS005132991;AB61220;AS-76771;CS-0155636;D94834;EN300-112824;Imidazo[1,2-a]pyridine-5-carboxaldehyde(9ci);Imidazo[1,2-a]pyridine-5-carboxaldehyde, 97%;Z1198278372

Chemical Property of Imidazo[1,2-a]pyridine-5-carbaldehyde

Chemical Property:

• Melting Point: 123-126°C
• PKA: 4.75±0.50(Predicted)
• PSA: 34.37000
• Density: 1.25 g/cm³
• LogP: 1.14680
• Storage Temp.: Inert atmosphere,Room Temperature
• XLogP3: 1.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 146.048012819
• Heavy Atom Count: 11
• Complexity: 160

Purity/Quality:

97% ^*data from raw suppliers

Imidazo[1,2-a]pyridine-5-carbaldehyde ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of Imidazo[1,2-a]pyridine-5-carbaldehyde

There total 3 articles about Imidazo[1,2-a]pyridine-5-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: 81.0%

5-hydroxymethylimidazo[1,2-a]pyridine (167884-17-5) → imidazo[1,2-a]pyridine-5-carbaldehyde (372147-50-7)

Guidance literature:

With manganese(IV) oxide; In chloroform; for 1.5h; Heating;

DOI:10.1021/jo015582x

Reference yield: 79.0%

ethyl (imidazo[1,2-a]pyridin-5-yl)carboxylate (177485-39-1) → imidazo[1,2-a]pyridine-5-carbaldehyde (372147-50-7)

Guidance literature:

With diisobutylaluminium hydride; In dichloromethane; at -70 ℃; for 3h;

DOI:10.3987/com-01-9347

Reference yield:

ethyl 6-aminopicolinate (69142-64-9) → imidazo[1,2-a]pyridine-5-carbaldehyde (372147-50-7)

Guidance literature:

Multi-step reaction with 2 steps

1: 80 percent / NaHCO₃ / aq. ethanol / 9 h / Heating

2: 79 percent / DIBAL-H / CH₂Cl₂ / 3 h / -70 °C

With diisobutylaluminium hydride; sodium hydrogencarbonate; In ethanol; dichloromethane;

DOI:10.3987/com-01-9347

upstream raw materials:

ethyl (imidazo[1,2-a]pyridin-5-yl)carboxylate

5-hydroxymethylimidazo[1,2-a]pyridine

ethyl 6-aminopicolinate

Downstream raw materials:

(Z)-ethyl α-[(triphenylphosphoranylidene)amino]-β-(imidazo[1,2-a]pyridin-5-yl)propenoate

3-nitroimidazo[1,2-a]pyridine-5-carbaldehyde

3-bromoimidazo[1,2-a]pyridine-5-carbaldehyde