3-chloro-6-methyl-4-oxo-3-[4-({4-[(trifluoromethyl)oxy]phenyl}oxy)phenyl]-1,4-dihydro-2-pyridinecarbaldehyde

Base Information

• Chemical Name: 3-chloro-6-methyl-4-oxo-3-[4-({4-[(trifluoromethyl)oxy]phenyl}oxy)phenyl]-1,4-dihydro-2-pyridinecarbaldehyde
• CAS No.: 958457-39-1
• Molecular Formula: C₂₀H₁₃ClF₃NO₄
• Molecular Weight: 423.776
• Mol file: 958457-39-1.mol

Synonyms:3-chloro-6-methyl-4-oxo-3-[4-({4-[(trifluoromethyl)oxy]phenyl}oxy)phenyl]-1,4-dihydro-2-pyridinecarbaldehyde

Chemical Property of 3-chloro-6-methyl-4-oxo-3-[4-({4-[(trifluoromethyl)oxy]phenyl}oxy)phenyl]-1,4-dihydro-2-pyridinecarbaldehyde

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 3-chloro-6-methyl-4-oxo-3-[4-({4-[(trifluoromethyl)oxy]phenyl}oxy)phenyl]-1,4-dihydro-2-pyridinecarbaldehyde

There total 12 articles about 3-chloro-6-methyl-4-oxo-3-[4-({4-[(trifluoromethyl)oxy]phenyl}oxy)phenyl]-1,4-dihydro-2-pyridinecarbaldehyde 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: 90.0%

3-chloro-2-hydroxymethyl-6-methyl-3-(4-{4-[(trifluoromethyl)oxy]phenyl}oxy)-pyridinone → 3-chloro-6-methyl-4-oxo-3-[4-({4-[(trifluoromethyl)oxy]phenyl}oxy)phenyl]-1,4-dihydro-2-pyridinecarbaldehyde (958457-39-1)

Guidance literature:

With sulfur trioxide pyridine complex; dimethyl sulfoxide; triethylamine; In dichloromethane; at 0 - 20 ℃;

DOI:10.1016/j.bmcl.2011.07.044

Reference yield:

(4-(4-(trifluoromethoxy)phenoxy)phenyl)boronic acid (958457-41-5) → 3-chloro-6-methyl-4-oxo-3-[4-({4-[(trifluoromethyl)oxy]phenyl}oxy)phenyl]-1,4-dihydro-2-pyridinecarbaldehyde (958457-39-1)

Guidance literature:

Multi-step reaction with 4 steps

1: bis-triphenylphosphine-palladium(II) chloride; sodium carbonate / ethanol; water; toluene / 80 °C

2: ammonia / ethanol; water / 140 °C

3: trichloroisocyanuric acid / methanol; dichloromethane / 0 - 20 °C

4: sulfur trioxide pyridine complex; dimethyl sulfoxide; triethylamine / dichloromethane / 0 - 20 °C

With bis-triphenylphosphine-palladium(II) chloride; trichloroisocyanuric acid; ammonia; sulfur trioxide pyridine complex; sodium carbonate; dimethyl sulfoxide; triethylamine; In methanol; ethanol; dichloromethane; water; toluene; 1: Suzuki coupling;

DOI:10.1016/j.bmcl.2011.07.044

Reference yield:

1-bromo-4-[4-(trifluoromethoxy)phenoxy]benzene (873203-36-2) → 3-chloro-6-methyl-4-oxo-3-[4-({4-[(trifluoromethyl)oxy]phenyl}oxy)phenyl]-1,4-dihydro-2-pyridinecarbaldehyde (958457-39-1)

Guidance literature:

Multi-step reaction with 6 steps

1: n-butyllithium / tetrahydrofuran / -78 °C

2: hydrogenchloride / water / 20 °C

3: bis-triphenylphosphine-palladium(II) chloride; sodium carbonate / ethanol; water; toluene / 80 °C

4: ammonia / ethanol; water / 140 °C

5: trichloroisocyanuric acid / methanol; dichloromethane / 0 - 20 °C

6: sulfur trioxide pyridine complex; dimethyl sulfoxide; triethylamine / dichloromethane / 0 - 20 °C

With hydrogenchloride; bis-triphenylphosphine-palladium(II) chloride; n-butyllithium; trichloroisocyanuric acid; ammonia; sulfur trioxide pyridine complex; sodium carbonate; dimethyl sulfoxide; triethylamine; In tetrahydrofuran; methanol; ethanol; dichloromethane; water; toluene; 3: Suzuki coupling;

DOI:10.1016/j.bmcl.2011.07.044

upstream raw materials:

1-bromo-4-[4-(trifluoromethoxy)phenoxy]benzene

(4-(4-(trifluoromethoxy)phenoxy)phenyl)boronic acid

5-hydroxy-2-(hydroxymethyl)-4H-pyran-4-one

3-hydroxy-6-hydroxymethyl-2-methyl-pyran-4-one

Downstream raw materials:

C₂₂H₂₀ClF₃N₂O₃