6-Chloroimidazo[1,2-a]pyridine-3-carbaldehyde

Base Information

• Chemical Name: 6-Chloroimidazo[1,2-a]pyridine-3-carbaldehyde
• CAS No.: 29096-59-1
• Molecular Formula: C₈H₅ClN₂O
• Molecular Weight: 180.593
• Hs Code.: 2933990090
• European Community (EC) Number: 850-276-9
• DSSTox Substance ID: DTXSID30596103
• Wikidata: Q72452093
• Mol file: 29096-59-1.mol

Synonyms:6-Chloroimidazo[1,2-a]pyridine-3-carbaldehyde;29096-59-1;6-Chloro-imidazo[1,2-a]pyridine-3-carbaldehyde;IMIDAZO[1,2-A]PYRIDINE-3-CARBOXALDEHYDE, 6-CHLORO-;6-chloroimidazo[1,2-a]pyridine-3-carboxaldehyde;SCHEMBL5100079;DTXSID30596103;FSRZPMAKLOSLMT-UHFFFAOYSA-N;MFCD09909649;AKOS006312127;AB54760;DS-0309;DB-068065;AM20070012;CS-0043059;EN300-82079;6-chloroH-imidazo[1,2-a]pyridine-3-carbaldehyde;A876527;IMidazo[1,2-a]pyridine-3-carboxaldehyde, 6-chloro-;6-Chloroimidazo[1 pound not2-a]pyridine-3-carbaldehyde;Z1198261554

Chemical Property of 6-Chloroimidazo[1,2-a]pyridine-3-carbaldehyde

Chemical Property:

• PSA: 34.37000
• Density: 1.429 g/cm³
• LogP: 1.80020
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• XLogP3: 2.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 180.0090405
• Heavy Atom Count: 12
• Complexity: 188

Purity/Quality:

97% ^*data from raw suppliers

6-Chloroimidazo[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: C1=CC2=NC=C(N2C=C1Cl)C=O

Technology Process of 6-Chloroimidazo[1,2-a]pyridine-3-carbaldehyde

There total 3 articles about 6-Chloroimidazo[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: 78.0%

5-chloro-2-pyridylamine (1072-98-6) + 2-Bromo-malonaldehyde (2065-75-0) → 6-chloroimidazo[1,2-a]pyridine-3-carbaldehyde (29096-59-1)

Guidance literature:

In ethanol; water; at 110 ℃; for 0.166667h; Inert atmosphere; Microwave irradiation; Green chemistry;

DOI:10.1016/j.tetlet.2019.151244

Reference yield: 58.0%

5-chloro-N-allyl-2-aminopyridine (89981-18-0) → 6-chloroimidazo[1,2-a]pyridine-3-carbaldehyde (29096-59-1)

Guidance literature:

With iodine pentoxide; 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; In water; acetonitrile; at 80 ℃; for 2h;

Reference yield:

5-chloro-2-pyridylamine (1072-98-6) → 6-chloroimidazo[1,2-a]pyridine-3-carbaldehyde (29096-59-1)

Guidance literature:

Multi-step reaction with 2 steps

1.1: n-butyllithium / tetrahydrofuran; hexane / 1 h / -78 °C / Inert atmosphere

1.2: -78 - 20 °C / Inert atmosphere

2.1: bis(1,1,1,5,5,5-hexafluoropentane-2,4-dionato)copper(II) monohydrate; oxygen / N,N-dimethyl-formamide / 24 h / 105 °C

With n-butyllithium; bis(1,1,1,5,5,5-hexafluoropentane-2,4-dionato)copper(II) monohydrate; oxygen; In tetrahydrofuran; hexane; N,N-dimethyl-formamide;

DOI:10.1002/anie.201100362

upstream raw materials:

5-chloro-2-pyridylamine

2-Bromo-malonaldehyde

5-chloro-N-allyl-2-aminopyridine

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