methyl 5-((5-tert-butyl-2-(trifluoromethylsulfonyloxy)phenyl)ethynyl)picolinate

Base Information

Chemical Name:methyl 5-((5-tert-butyl-2-(trifluoromethylsulfonyloxy)phenyl)ethynyl)picolinate
CAS No.:1350553-45-5
Molecular Formula:C₂₀H₁₈F₃NO₅S
Molecular Weight:441.428
Hs Code.:

Synonyms:methyl 5-((5-tert-butyl-2-(trifluoromethylsulfonyloxy)phenyl)ethynyl)picolinate

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Chemical Property of methyl 5-((5-tert-butyl-2-(trifluoromethylsulfonyloxy)phenyl)ethynyl)picolinate

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Technology Process of methyl 5-((5-tert-butyl-2-(trifluoromethylsulfonyloxy)phenyl)ethynyl)picolinate

There total 3 articles about methyl 5-((5-tert-butyl-2-(trifluoromethylsulfonyloxy)phenyl)ethynyl)picolinate 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: 86.0%

: 217966-72-8
4-(tert-butyl)-2-iodophenyltrifluoromethane sulfonate

: 17880-61-4
methyl 5-ethynylpyridine-2-carboxylate

: 1350553-45-5
methyl 5-((5-tert-butyl-2-(trifluoromethylsulfonyloxy)phenyl)ethynyl)picolinate

Guidance literature:: With copper(l) iodide; trans-bis(triphenylphosphine)palladium dichloride; triethylamine; In tetrahydrofuran; at 20 ℃; for 18h; Inert atmosphere;
DOI:10.1016/j.jorganchem.2011.07.007

Reference yield:

: 29682-15-3
methyl 5-bromopicolinate

: 1350553-45-5
methyl 5-((5-tert-butyl-2-(trifluoromethylsulfonyloxy)phenyl)ethynyl)picolinate

Guidance literature:: Multi-step reaction with 3 steps

1: copper(l) iodide; trans-bis(triphenylphosphine)palladium dichloride; triethylamine / tetrahydrofuran / 18 h / 60 °C / Inert atmosphere

2: potassium fluoride / methanol; dichloromethane / 2 h / 20 °C

3: copper(l) iodide; trans-bis(triphenylphosphine)palladium dichloride; triethylamine / tetrahydrofuran / 18 h / 20 °C / Inert atmosphere

With potassium fluoride; copper(l) iodide; trans-bis(triphenylphosphine)palladium dichloride; triethylamine; In tetrahydrofuran; methanol; dichloromethane; 1: Sonogashira-Hagihara reaction / 3: Sonogashira-Hagihara reaction;
DOI:10.1016/j.jorganchem.2011.07.007

Reference yield:

: methyl 5-[2-(trimethylsilyl)ethynyl]pyridine-2-carboxylate

: 1350553-45-5
methyl 5-((5-tert-butyl-2-(trifluoromethylsulfonyloxy)phenyl)ethynyl)picolinate

Guidance literature:: Multi-step reaction with 2 steps

1: potassium fluoride / methanol; dichloromethane / 2 h / 20 °C

2: copper(l) iodide; trans-bis(triphenylphosphine)palladium dichloride; triethylamine / tetrahydrofuran / 18 h / 20 °C / Inert atmosphere

With potassium fluoride; copper(l) iodide; trans-bis(triphenylphosphine)palladium dichloride; triethylamine; In tetrahydrofuran; methanol; dichloromethane; 2: Sonogashira-Hagihara reaction;
DOI:10.1016/j.jorganchem.2011.07.007