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

Base Information

• Chemical Name: 2-Chloroimidazo[1,2-a]pyridine-3-carbaldehyde
• CAS No.: 131773-23-4
• Molecular Formula: C₈H₅ClN₂O
• Molecular Weight: 180.593
• Hs Code.: 2933990090
• European Community (EC) Number: 825-805-1
• DSSTox Substance ID: DTXSID50366426
• Wikidata: Q82151636
• ChEMBL ID: CHEMBL1882604
• Mol file: 131773-23-4.mol

Synonyms:2-chloroimidazo[1,2-a]pyridine-3-carbaldehyde;131773-23-4;2-Chloro-imidazo[1,2-a]pyridine-3-carbaldehyde;MLS001018362;F2124-0672;SCHEMBL1664765;CHEMBL1882604;DTXSID50366426;FVRORAWYCXIWSN-UHFFFAOYSA-N;HMS2653O14;MFCD02708012;AKOS000121640;AB12670;SMR000354628;CS-0077574;FT-0691638;EN300-00961;D73911;2-chloroimidazo[1,2-a]pyridine-3-carboxaldehyde;A888372;J-509025;Z56792098

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

Chemical Property:

• Refractive Index: 1.662
• PSA: 34.37000
• Density: 1.42g/cm³
• LogP: 1.80020
• Storage Temp.: 2-8°C
• XLogP3: 2.5
• 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:

98%min ^*data from raw suppliers

2-Chloro-imidazo[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=C1)C=O)Cl

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

There total 3 articles about 2-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: 90.0%

N,N-dimethyl-formamide (68-12-2,33513-42-7) + 2-chloroimidazo[1,2-a]pyridine (3999-05-1) → 2-chloroimidazo[1,2-a]pyridine-3-carbaldehyde (131773-23-4)

Guidance literature:

With trichlorophosphate; In chlorobenzene; at -7 ℃; for 5h;

DOI:10.1134/S107042802112006X

Reference yield:

2-aminopyridine (504-29-0) → 2-chloroimidazo[1,2-a]pyridine-3-carbaldehyde (131773-23-4)

Guidance literature:

Multi-step reaction with 3 steps

1.1: triethylamine / water / 0.17 h / 20 °C

1.2: 5 h / 90 °C

2.1: trichlorophosphate / toluene / 16 h / Reflux

3.1: trichlorophosphate / Cooling with ice

With triethylamine; trichlorophosphate; In water; toluene;

DOI:10.1039/C7NJ00338B

Reference yield:

2-(2-imino-1,2-dihydropyridin-1-yl)acetic acid (126202-06-0,479348-68-0) → 2-chloroimidazo[1,2-a]pyridine-3-carbaldehyde (131773-23-4)

Guidance literature:

Multi-step reaction with 2 steps

1: trichlorophosphate / toluene / 16 h / Reflux

2: trichlorophosphate / Cooling with ice

With trichlorophosphate; In toluene;

DOI:10.1039/C7NJ00338B

upstream raw materials:

2-aminopyridine

2-(2-imino-1,2-dihydropyridin-1-yl)acetic acid

N,N-dimethyl-formamide

2-chloroimidazo[1,2-a]pyridine

Refernces

• 1、 Antuf’eva,Akhmatzyanova,Dmitriev,Shklyaeva,Abashev. "Synthesis and Structure of 2-(1Н-Indol-1-yl)-6-ferrocenyl-4-(2-chloroimidazo[1,2-a]pyridin-3-yl)pyrimidine". . p. 1103 - 1107. Retrieved 2018/08/16.