[2-(4-chlorophenyl)imidazo[1,2-a]pyridin-3-yl]-N,N-dimethylmethanamine

Base Information

• Chemical Name: [2-(4-chlorophenyl)imidazo[1,2-a]pyridin-3-yl]-N,N-dimethylmethanamine
• CAS No.: 338415-39-7
• Molecular Formula: C₁₆H₁₆ClN₃
• Molecular Weight: 285.776
• ChEMBL ID: CHEMBL1363582
• DSSTox Substance ID: DTXSID001324839
• Mol file: 338415-39-7.mol

Synonyms:338415-39-7;[2-(4-chlorophenyl)imidazo[1,2-a]pyridin-3-yl]-N,N-dimethylmethanamine;1-[2-(4-chlorophenyl)imidazo[1,2-a]pyridin-3-yl]-N,N-dimethylmethanamine;{[2-(4-chlorophenyl)imidazo[1,2-a]pyridin-3-yl]methyl}dimethylamine;Oprea1_492882;MLS000721745;CHEMBL1363582;DTXSID001324839;HMS2682P21;MFCD01568981;AKOS005088940;3N-532S;SMR000335210

Chemical Property of [2-(4-chlorophenyl)imidazo[1,2-a]pyridin-3-yl]-N,N-dimethylmethanamine

Chemical Property:

• XLogP3: 3.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 285.1032752
• Heavy Atom Count: 20
• Complexity: 315

Purity/Quality:

[2-(4-CHLOROPHENYL)IMIDAZO[1,2-A]PYRIDIN-3-YL]-N,N-DIMETHYLMETHANAMINE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CN(C)CC1=C(N=C2N1C=CC=C2)C3=CC=C(C=C3)Cl

Technology Process of [2-(4-chlorophenyl)imidazo[1,2-a]pyridin-3-yl]-N,N-dimethylmethanamine

There total 4 articles about [2-(4-chlorophenyl)imidazo[1,2-a]pyridin-3-yl]-N,N-dimethylmethanamine 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: 85.0%

formaldehyd (50-00-0,30525-89-4,61233-19-0) + 2-(4-chlorophenyl)imidazolo[1,2-a]pyridine (38922-74-6) + dimethyl amine (124-40-3) → 1-(2-(4-chlorophenyl)imidazo[1,2-a]pyridin-3-yl)-N,N-dimethylmethanamine (338415-39-7)

Guidance literature:

With acetic acid; In water; at 50 - 55 ℃; for 4h;

Reference yield: 84.0%

2-(4-chlorophenyl)imidazolo[1,2-a]pyridine (38922-74-6) + N,N-dimethyl-formamide (68-12-2,33513-42-7) → 1-(2-(4-chlorophenyl)imidazo[1,2-a]pyridin-3-yl)-N,N-dimethylmethanamine (338415-39-7)

Guidance literature:

With tert.-butylhydroperoxide; copper(II) bis(trifluoromethanesulfonate); In decane; at 90 ℃; for 12h;

DOI:10.1016/j.tetlet.2020.152581

Reference yield: 41.0%

1,3,5-trimethyl-1,3,5-triazacyclohexane (108-74-7) + 2-(4-chlorophenyl)imidazolo[1,2-a]pyridine (38922-74-6) → 1-(2-(4-chlorophenyl)imidazo[1,2-a]pyridin-3-yl)-N,N-dimethylmethanamine (338415-39-7)

Guidance literature:

With boron trifluoride diethyl etherate; In 1,2-dimethoxyethane; at 110 ℃; for 10h;

upstream raw materials:

formaldehyd

2-(4-chlorophenyl)imidazolo[1,2-a]pyridine

dimethyl amine

N,N-dimethyl-formamide

Downstream raw materials:

[2-(4-chlorophenyl)imidazo[1,2-a]pyridin-3-yl]acetic acid

2-(2-(4-chlorophenyl)imidazo[1,2-a]pyridin-3-yl)-N,N-dimethylacetamide

2-(2-(4-chlorophenyl)imidazo[1,2-a]pyridin-3-yl)acetonitrile

2-[2-(4-chloro-phenyl)-imidazo[1,2-a]pyridin-3-yl]-acetamide

Refernces

• 1、 Ghosh, Payel,Samanta, Sadhanendu,Ghosh, Sumit,Jana, Sourav,Hajra, Alakananda. "Aminomethylation of imidazopyridines using N,N-dimethylformamide as an aminomethylating reagent under Cu(II)-catalysis". supporting information. . Retrieved 2020/11/10.