7-ChloroiMidazo[1,2-b]pyridazine

Base Information

• Chemical Name: 7-ChloroiMidazo[1,2-b]pyridazine
• CAS No.: 1383481-11-5
• Molecular Formula: C₆H₄ClN₃
• Molecular Weight: 153.571
• Hs Code.: 2933990090
• Mol file: 1383481-11-5.mol

Synonyms:7-chloroiMidazo[1,2-b]pyridazine;Imidazo[1,2-b]pyridazine, 7-chloro-

Chemical Property of 7-ChloroiMidazo[1,2-b]pyridazine

Chemical Property:

• PKA: 3.71±0.30(Predicted)
• PSA: 30.19000
• Density: 1.51±0.1 g/cm3(Predicted)
• LogP: 1.38270
• Storage Temp.: Sealed in dry,Room Temperature

Purity/Quality:

98%min ^*data from raw suppliers

7-Chloroimidazo[1,2-b]pyridazine 95% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 7-ChloroiMidazo[1,2-b]pyridazine

There total 1 articles about 7-ChloroiMidazo[1,2-b]pyridazine 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: 80.0%

2-chloroethanal (107-20-0) + 5-chloropyridazin-3-amine (1314978-36-3) → 7-chloroimidazo[1,2-b]pyridazine (1383481-11-5)

Guidance literature:

In water; isopropyl alcohol; for 3h; Reflux;

Reference yield:

7-chloroimidazo[1,2-b]pyridazine (1383481-11-5) → N-cyclopropyl-2-(4-{3-[3-({[(2,2,2-trifluoroethyl)amino]carbonyl}amino)phenyl]imidazo[1,2-b]pyridazin-7-yl}-1H-pyrazol-1-yl)propanamide (1383480-46-3)

Guidance literature:

Multi-step reaction with 4 steps

1: N-iodo-succinimide / N,N-dimethyl-formamide / 20 °C

2: potassium carbonate / dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂ / 1,4-dioxane; water / 60 °C / Inert atmosphere

3: potassium phosphate; water / tetrakis(triphenylphosphine) palladium⁽⁰⁾ / 1,4-dioxane / 3 h / 100 °C / Inert atmosphere

4: (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; triethylamine / N,N-dimethyl-formamide / 0.5 h / 20 °C

With potassium phosphate; N-iodo-succinimide; water; potassium carbonate; (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; triethylamine; tetrakis(triphenylphosphine) palladium⁽⁰⁾; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; In 1,4-dioxane; water; N,N-dimethyl-formamide; 2: Suzuki Coupling / 3: Suzuki Coupling;

Reference yield:

7-chloroimidazo[1,2-b]pyridazine (1383481-11-5) → tert-butyl 3-(cyanomethyl)-3-(4-{3-[3-({[(2,2,2-trifluoroethyl)amino]carbonyl}amino)phenyl]imidazo[1,2-b]pyridazin-7-yl}-1H-pyrazol-1-yl)azetidine-1-carboxylate (1383481-20-6)

Guidance literature:

Multi-step reaction with 3 steps

1: N-iodo-succinimide / N,N-dimethyl-formamide / 20 °C

2: potassium carbonate / dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂ / 1,4-dioxane; water / 60 °C / Inert atmosphere

3: potassium carbonate / tetrakis(triphenylphosphine) palladium⁽⁰⁾ / 1,4-dioxane; water / 4 h / 110 °C / Inert atmosphere

With N-iodo-succinimide; potassium carbonate; tetrakis(triphenylphosphine) palladium⁽⁰⁾; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; In 1,4-dioxane; water; N,N-dimethyl-formamide; 2: Suzuki Coupling / 3: Suzuki Coupling;

upstream raw materials:

2-chloroethanal

5-chloropyridazin-3-amine

Downstream raw materials:

N-[3-(7-{1-[1-(methoxyacetyl)piperidin-4-yl]-1H-pyrazol-4-yl}imidazo[1,2-b]pyridazin-3-yl)phenyl]-N'-(2,2,2-trifluoroethyl)urea

N-[3-(7-chloroimidazo[1,2-b]pyridazin-3-yl)phenyl]-N'-(2,2,2-trifluoroethyl)urea

tert-butyl 4-(4-{3-[3-({[(2,2,2-trifluoroethyl)amino]carbonyl}amino)phenyl]imidazo[1,2-b]pyridazin-7-yl}-1H-pyrazol-1-yl)piperidine-1-carboxylate

N-{3-[7-(1-piperidin-4-yl-1H-pyrazol-4-yl)imidazo[1,2-b]pyridazin-3-yl]phenyl}-N'-(2,2,2-trifluoroethyl)urea

Refernces

• 1、 -. "ANTHELMINTIC HETEROCYCLIC COMPOUNDS". Page/Page column 137-139. . Retrieved 2021/12/08.
• 2、 -. "SUBSTITUTED IMIDAZOPYRIDAZINES AND BENZIMIDAZOLES AS INHIBITORS OF FGFR3". Page/Page column 34. . Retrieved 2012/07/13.