7-((2-fluoro-6-(trifluoromethyl)phenyl)ethynyl)-2,2-dimethyl-2H-pyrano[2,3-b]pyridin-4(3H)-one

Base Information

Chemical Name:7-((2-fluoro-6-(trifluoromethyl)phenyl)ethynyl)-2,2-dimethyl-2H-pyrano[2,3-b]pyridin-4(3H)-one
CAS No.:1393844-14-8
Molecular Formula:C₁₉H₁₃F₄NO₂
Molecular Weight:363.311
Hs Code.:

Synonyms:7-((2-fluoro-6-(trifluoromethyl)phenyl)ethynyl)-2,2-dimethyl-2H-pyrano[2,3-b]pyridin-4(3H)-one

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Chemical Property of 7-((2-fluoro-6-(trifluoromethyl)phenyl)ethynyl)-2,2-dimethyl-2H-pyrano[2,3-b]pyridin-4(3H)-one

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Technology Process of 7-((2-fluoro-6-(trifluoromethyl)phenyl)ethynyl)-2,2-dimethyl-2H-pyrano[2,3-b]pyridin-4(3H)-one

There total 7 articles about 7-((2-fluoro-6-(trifluoromethyl)phenyl)ethynyl)-2,2-dimethyl-2H-pyrano[2,3-b]pyridin-4(3H)-one 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: 32.0%

: 1393844-11-5
7-ethynyl-2,2-dimethyl-2H-pyrano[2,3-b]pyridin-4(3H)-one

: 110192-40-0
2-iodo-3-fluorobenzotrifluoride

: 1393844-14-8
7-((2-fluoro-6-(trifluoromethyl)phenyl)ethynyl)-2,2-dimethyl-2H-pyrano[2,3-b]pyridin-4(3H)-one

Guidance literature:: With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; triethylamine; In dimethyl sulfoxide; at 100 ℃; for 4h;
DOI:10.1016/j.bmcl.2017.03.068

Reference yield:

: 1393844-04-6
1-(6-chloro-2-methoxypyridin-3-yl)-3-methylbutane-1,3-diol

: 1393844-14-8
7-((2-fluoro-6-(trifluoromethyl)phenyl)ethynyl)-2,2-dimethyl-2H-pyrano[2,3-b]pyridin-4(3H)-one

Guidance literature:: Multi-step reaction with 5 steps

1.1: pyridinium chlorochromate / dichloromethane / 20 °C

2.1: acetic acid; hydrogen bromide / neat (no solvent) / 2 h / 80 °C

2.2: 255 / 5 h / 100 °C

3.1: hydrogenchloride / water; tetrahydrofuran; 1,4-dioxane / 5 h / 20 °C

3.2: 2 h / 100 °C

4.1: triethylamine; bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide / dimethyl sulfoxide / 0.33 h / 20 °C / Inert atmosphere

4.2: 12 h / Inert atmosphere

4.3: 4 h / 20 °C

5.1: triethylamine; bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide / dimethyl sulfoxide / 4 h / 100 °C

With hydrogenchloride; bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; hydrogen bromide; acetic acid; triethylamine; pyridinium chlorochromate; In tetrahydrofuran; 1,4-dioxane; dichloromethane; water; dimethyl sulfoxide; 4.1: |Sonogashira Cross-Coupling / 4.2: |Sonogashira Cross-Coupling / 5.1: |Sonogashira Cross-Coupling;
DOI:10.1016/j.bmcl.2017.03.068

Reference yield:

: 1393844-05-7
1-(6-chloro-2-methoxypyridin-3-yl)-3-hydroxy-3-methylbutan-1-one

: 1393844-14-8
7-((2-fluoro-6-(trifluoromethyl)phenyl)ethynyl)-2,2-dimethyl-2H-pyrano[2,3-b]pyridin-4(3H)-one

Guidance literature:: Multi-step reaction with 4 steps

1.1: acetic acid; hydrogen bromide / neat (no solvent) / 2 h / 80 °C

1.2: 255 / 5 h / 100 °C

2.1: hydrogenchloride / water; tetrahydrofuran; 1,4-dioxane / 5 h / 20 °C

2.2: 2 h / 100 °C

3.1: triethylamine; bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide / dimethyl sulfoxide / 0.33 h / 20 °C / Inert atmosphere

3.2: 12 h / Inert atmosphere

3.3: 4 h / 20 °C

4.1: triethylamine; bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide / dimethyl sulfoxide / 4 h / 100 °C

With hydrogenchloride; bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; hydrogen bromide; acetic acid; triethylamine; In tetrahydrofuran; 1,4-dioxane; water; dimethyl sulfoxide; 3.1: |Sonogashira Cross-Coupling / 3.2: |Sonogashira Cross-Coupling / 4.1: |Sonogashira Cross-Coupling;
DOI:10.1016/j.bmcl.2017.03.068