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

Base Information

Chemical Name:methyl 5-((5-tert-butyl-2-((triisopropylsilyl)ethynyl)phenyl)ethynyl)picolinate
CAS No.:1350553-48-8
Molecular Formula:C₃₀H₃₉NO₂Si
Molecular Weight:473.731
Hs Code.:

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

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

Chemical Property:

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

There total 4 articles about methyl 5-((5-tert-butyl-2-((triisopropylsilyl)ethynyl)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: 88.0%

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

: 89343-06-6
tris-iso-propylsilyl acetylene

: 1350553-48-8
methyl 5-((5-tert-butyl-2-((triisopropylsilyl)ethynyl)phenyl)ethynyl)picolinate

Guidance literature:: With copper(l) iodide; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; diisopropylamine; In N,N-dimethyl-formamide; at 70 ℃; for 48h; Inert atmosphere;
DOI:10.1016/j.jorganchem.2011.07.007

Reference yield:

: 29682-15-3
methyl 5-bromopicolinate

: 1350553-48-8
methyl 5-((5-tert-butyl-2-((triisopropylsilyl)ethynyl)phenyl)ethynyl)picolinate

Guidance literature:: Multi-step reaction with 4 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

4: copper(l) iodide; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; diisopropylamine / N,N-dimethyl-formamide / 48 h / 70 °C / Inert atmosphere

With potassium fluoride; copper(l) iodide; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; trans-bis(triphenylphosphine)palladium dichloride; triethylamine; diisopropylamine; In tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide; 1: Sonogashira-Hagihara reaction / 3: Sonogashira-Hagihara reaction;
DOI:10.1016/j.jorganchem.2011.07.007

Reference yield:

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

: 1350553-48-8
methyl 5-((5-tert-butyl-2-((triisopropylsilyl)ethynyl)phenyl)ethynyl)picolinate

Guidance literature:: Multi-step reaction with 2 steps

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

2: copper(l) iodide; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; diisopropylamine / N,N-dimethyl-formamide / 48 h / 70 °C / Inert atmosphere

With copper(l) iodide; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; trans-bis(triphenylphosphine)palladium dichloride; triethylamine; diisopropylamine; In tetrahydrofuran; N,N-dimethyl-formamide; 1: Sonogashira-Hagihara reaction;
DOI:10.1016/j.jorganchem.2011.07.007