3-(2,4-bis(trifluoromethyl)phenyl)-5-((2-(2,6-difluorophenyl)-5H-imidazo[4,5-d]pyridazin-5-yl)methyl)isoxazole

Base Information

• Chemical Name: 3-(2,4-bis(trifluoromethyl)phenyl)-5-((2-(2,6-difluorophenyl)-5H-imidazo[4,5-d]pyridazin-5-yl)methyl)isoxazole
• CAS No.: 1105059-61-7
• Molecular Formula: C₂₃H₁₁F₈N₅O
• Molecular Weight: 525.36
• Mol file: 1105059-61-7.mol

Synonyms:

Chemical Property of 3-(2,4-bis(trifluoromethyl)phenyl)-5-((2-(2,6-difluorophenyl)-5H-imidazo[4,5-d]pyridazin-5-yl)methyl)isoxazole

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 3-(2,4-bis(trifluoromethyl)phenyl)-5-((2-(2,6-difluorophenyl)-5H-imidazo[4,5-d]pyridazin-5-yl)methyl)isoxazole

There total 7 articles about 3-(2,4-bis(trifluoromethyl)phenyl)-5-((2-(2,6-difluorophenyl)-5H-imidazo[4,5-d]pyridazin-5-yl)methyl)isoxazole 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:

3-(2,4-bis(trifluoromethyl)phenyl)-5-((2-bromo-5H-imidazo[4,5-d]pyridazin-5-yl)methyl)isoxazole (1105059-09-3) + 2,6-difluorophenylboronic acid (162101-25-9) → 3-(2,4-bis(trifluoromethyl)phenyl)-5-((2-(2,6-difluorophenyl)-5H-imidazo[4,5-d]pyridazin-5-yl)methyl)isoxazole (1105059-61-7)

Guidance literature:

3-(2,4-bis(trifluoromethyl)phenyl)-5-((2-bromo-5H-imidazo[4,5-d]pyridazin-5-yl)methyl)isoxazole; 2,6-difluorophenylboronic acid; With tetrakis(triphenylphosphine) palladium⁽⁰⁾; potassium carbonate; In isopropyl alcohol; at 120 ℃; for 0.333333h; Microwave irradiation;

With hydrogenchloride; In water;

DOI:10.1021/jm401337x

Reference yield:

2,4-bis(trifluoromethyl)benzaldehyde (59664-42-5) → 3-(2,4-bis(trifluoromethyl)phenyl)-5-((2-(2,6-difluorophenyl)-5H-imidazo[4,5-d]pyridazin-5-yl)methyl)isoxazole (1105059-61-7)

Guidance literature:

Multi-step reaction with 4 steps

1: hydroxylamine hydrochloride; sodium hydroxide / ethanol; water / 20 °C

2: sodium hypochlorite / water; dichloromethane / 3.25 h / 0 °C / Reflux

3: potassium carbonate / N,N-dimethyl-formamide / 1 h / 40 °C

4: tetrakis(triphenylphosphine) palladium⁽⁰⁾; potassium carbonate / isopropyl alcohol / 0.33 h / 120 °C / Microwave irradiation

With sodium hypochlorite; tetrakis(triphenylphosphine) palladium⁽⁰⁾; hydroxylamine hydrochloride; potassium carbonate; sodium hydroxide; In ethanol; dichloromethane; water; N,N-dimethyl-formamide; isopropyl alcohol; 4: |Suzuki Coupling;

DOI:10.1021/jm401337x

Reference yield:

2-bromo-1H-imidazole-4,5-dicarbonitrile (50847-09-1) → 3-(2,4-bis(trifluoromethyl)phenyl)-5-((2-(2,6-difluorophenyl)-5H-imidazo[4,5-d]pyridazin-5-yl)methyl)isoxazole (1105059-61-7)

Guidance literature:

Multi-step reaction with 3 steps

1.1: diisobutylaluminium hydride / tetrahydrofuran / 0.42 h / -78 °C

1.2: 1 h / -78 - 20 °C

2.1: potassium carbonate / N,N-dimethyl-formamide / 1 h / 40 °C

3.1: tetrakis(triphenylphosphine) palladium⁽⁰⁾; potassium carbonate / isopropyl alcohol / 0.33 h / 120 °C / Microwave irradiation

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; diisobutylaluminium hydride; potassium carbonate; In tetrahydrofuran; N,N-dimethyl-formamide; isopropyl alcohol; 3.1: |Suzuki Coupling;

DOI:10.1021/jm401337x

upstream raw materials:

3-(2,4-bis(trifluoromethyl)phenyl)-5-((2-bromo-5H-imidazo[4,5-d]pyridazin-5-yl)methyl)isoxazole

2,6-difluorophenylboronic acid

2,4-bis(trifluoromethyl)benzaldehyde

2-bromo-1H-imidazole-4,5-dicarbonitrile