6-Chloro-2-(4-chlorophenyl)-N,N-dimethylimidazo[1,2-a]pyridine-3-methanamine

Base Information

• Chemical Name: 6-Chloro-2-(4-chlorophenyl)-N,N-dimethylimidazo[1,2-a]pyridine-3-methanamine
• CAS No.: 365213-33-8
• Molecular Formula: C16H15Cl2N3
• Molecular Weight: 320.22
• DSSTox Substance ID: DTXSID70397151
• Wikidata: Q82198244
• ChEMBL ID: CHEMBL1421406
• Mol file: 365213-33-8.mol

Synonyms:365213-33-8;6-Chloro-2-(4-chlorophenyl)-N,N-dimethylimidazo[1,2-a]pyridine-3-methanamine;1-[6-chloro-2-(4-chlorophenyl)imidazo[1,2-a]pyridin-3-yl]-N,N-dimethylmethanamine;3N-551S;1-(6-Chloro-2-(4-chlorophenyl)imidazo[1,2-a]pyridin-3-yl)-N,N-dimethylmethanamine;6-Chloro-2-(4-chlorophenyl)-N,N-dimethylimidazo[1,2-alpha]pyridine-3-methanamine;MLS000721490;CHEMBL1421406;DTXSID70397151;OCVHNRLYRKDDFL-UHFFFAOYSA-N;HMS2594J13;HMS3380P11;AKOS005088861;SMR000337113;FT-0664657;6-Chloro-2-(4-ClPh)-N,N-dimethylimidazo[1,2-a]pyridine-3-methanamine;[6-chloro-2-(4-chlorophenyl)imidazo[1,2-a]pyridin-3-yl]-N,N-dimethylmethanamine;{[6-chloro-2-(4-chlorophenyl)imidazo[1,2-a]pyridin-3-yl]methyl}dimethylamine

Chemical Property of 6-Chloro-2-(4-chlorophenyl)-N,N-dimethylimidazo[1,2-a]pyridine-3-methanamine

Chemical Property:

• PSA: 20.54000
• LogP: 4.36970
• XLogP3: 4.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 319.0643029
• Heavy Atom Count: 21
• Complexity: 344

Purity/Quality:

98%Min ^*data from raw suppliers

6-Chloro-2-(4-chlorophenyl)-N,N-dimethylimidazo[1,2-α]pyridine-3-methanamine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CN(C)CC1=C(N=C2N1C=C(C=C2)Cl)C3=CC=C(C=C3)Cl
• Uses: An intermediate for the synthesis of Alpidem

Technology Process of 6-Chloro-2-(4-chlorophenyl)-N,N-dimethylimidazo[1,2-a]pyridine-3-methanamine

There total 1 articles about 6-Chloro-2-(4-chlorophenyl)-N,N-dimethylimidazo[1,2-a]pyridine-3-methanamine 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: 77.0%

formaldehyd (50-00-0,30525-89-4,61233-19-0) + 6-chloro-2-(4-chlorophenyl)imidazo[1,2-a]pyridine (88964-99-2) + dimethyl amine (124-40-3) → [6-chloro-2-(4-chlorophenyl)-imidazo[1,2-a]pyridin-3-ylmethyl]-dimethylamine (365213-33-8)

Guidance literature:

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

Reference yield:

potassium cyanide (151-50-8) + [6-chloro-2-(4-chlorophenyl)-imidazo[1,2-a]pyridin-3-ylmethyl]-dimethylamine (365213-33-8) → 2-[6-Chloro-2-(4-chloro-phenyl)-imidazo[1,2-a]pyridin-3-yl]-acetamide (82626-73-1) + 2-(6-chloro-2-(4-chlorophenyl)imidazo[1,2-a]pyridin-3-yl)acetonitrile (82626-72-0)

Guidance literature:

[6-chloro-2-(4-chlorophenyl)-imidazo[1,2-a]pyridin-3-ylmethyl]-dimethylamine; With methyl iodide; In dichloromethane; at 20 ℃; for 24h;

potassium cyanide; In water; for 4h; Heating;

Reference yield:

[6-chloro-2-(4-chlorophenyl)-imidazo[1,2-a]pyridin-3-ylmethyl]-dimethylamine (365213-33-8) → 2-(6-chloro-2-(4-chlorophenyl)imidazo[1,2-a]pyridin-3-yl)-N,N-dimethylacetamide (82625-99-8)

Guidance literature:

Multi-step reaction with 3 steps

1.1: MeI / CH₂Cl₂ / 24 h / 20 °C

1.2: H₂O / 4 h / Heating

2.1: 85 percent / aq. KOH / ethanol / 8 h / Heating

3.1: tetrahydrofuran / 1 h / 20 °C

With potassium hydroxide; methyl iodide; In tetrahydrofuran; ethanol; dichloromethane;

upstream raw materials:

formaldehyd

6-chloro-2-(4-chlorophenyl)imidazo[1,2-a]pyridine

dimethyl amine

Downstream raw materials:

2-[6-Chloro-2-(4-chloro-phenyl)-imidazo[1,2-a]pyridin-3-yl]-acetamide

2-(6-chloro-2-(4-chlorophenyl)imidazo[1,2-a]pyridin-3-yl)acetonitrile

2-(6-chloro-2-(4-chlorophenyl)imidazo[1,2-a]pyridin-3-yl)-N,N-dimethylacetamide

2-(6-chloro-2-(4-chlorophenyl)imidazo[1,2-a]pyridin-3-yl)acetic acid

Refernces