8-Bromo-2-(chloromethyl)-6-methylimidazo[1,2-A]pyridine

Base Information

• Chemical Name: 8-Bromo-2-(chloromethyl)-6-methylimidazo[1,2-A]pyridine
• CAS No.: 901124-75-2
• Molecular Formula: C9H8BrClN2
• Molecular Weight: 259.53022
• DSSTox Substance ID: DTXSID10470634
• Wikidata: Q82298785
• Mol file: 901124-75-2.mol

Synonyms:8-BROMO-2-(CHLOROMETHYL)-6-METHYLIMIDAZO[1,2-A]PYRIDINE;901124-75-2;DTXSID10470634;AKOS022836938;CS-0254418

Chemical Property of 8-Bromo-2-(chloromethyl)-6-methylimidazo[1,2-A]pyridine

Chemical Property:

• PSA: 17.30000
• LogP: 3.14400
• XLogP3: 3.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 257.95594
• Heavy Atom Count: 13
• Complexity: 191

Purity/Quality:

97% ^*data from raw suppliers

8-BROMO-2-(CHLOROMETHYL)-6-METHYLIMIDAZO[1,2-A]PYRIDINE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CN2C=C(N=C2C(=C1)Br)CCl

Technology Process of 8-Bromo-2-(chloromethyl)-6-methylimidazo[1,2-A]pyridine

There total 1 articles about 8-Bromo-2-(chloromethyl)-6-methylimidazo[1,2-A]pyridine 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: 36.0%

3-bromo-5-methylpyridin-2-amine (17282-00-7) + 1,3-Dichloroacetone (534-07-6) → 8-bromo-2-(chloromethyl)-6-methylimidazo[1,2-a]pyridine (901124-75-2)

Guidance literature:

3-bromo-5-methylpyridin-2-amine; 1,3-Dichloroacetone; In 1,2-dimethoxyethane; at 20 ℃;

In ethanol; for 2h; Heating;

DOI:10.1021/jm060166w

Reference yield: 83.0%

8-bromo-2-(chloromethyl)-6-methylimidazo[1,2-a]pyridine (901124-75-2) + 1-(2-methoxyphenyl)piperazine hydrochloride (5464-78-8) → 8-bromo-2-[4-(2-methoxy-phenyl)-piperazin-1-ylmethyl]-6-methyl-imidazo[1,2-a]pyridine (901124-79-6)

Guidance literature:

With sodium carbonate; In ethanol; for 3h; Heating;

DOI:10.1021/jm060166w

Reference yield:

8-bromo-2-(chloromethyl)-6-methylimidazo[1,2-a]pyridine (901124-75-2) → 2-[4-(2-methoxy-phenyl)-piperazin-1-ylmethyl]-6-methyl-8-phenyl-imidazo[1,2-a]pyridine

Guidance literature:

Multi-step reaction with 2 steps

1: 83 percent / Na₂CO₃ / ethanol / 3 h / Heating

2: 54 percent / Pd(PPh₃)4; NaOH / 1,2-dimethoxy-ethane; H₂O / 3 h / 85 °C

With sodium hydroxide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; sodium carbonate; In 1,2-dimethoxyethane; ethanol; water; 2: Suzuki-type cross coupling;

DOI:10.1021/jm060166w

upstream raw materials:

3-bromo-5-methylpyridin-2-amine

1,3-Dichloroacetone

Downstream raw materials:

8-bromo-2-[4-(2-methoxy-phenyl)-piperazin-1-ylmethyl]-6-methyl-imidazo[1,2-a]pyridine