2-{4-[3-(3-methylphenyl)prop-2-yn-1-ylidene]piperidin-1-yl}-3-nitropyridine

Base Information

Chemical Name:2-{4-[3-(3-methylphenyl)prop-2-yn-1-ylidene]piperidin-1-yl}-3-nitropyridine
CAS No.:1107619-07-7
Molecular Formula:C₂₀H₁₉N₃O₂
Molecular Weight:333.39
Hs Code.:

Synonyms:2-{4-[3-(3-methylphenyl)prop-2-yn-1-ylidene]piperidin-1-yl}-3-nitropyridine

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Chemical Property of 2-{4-[3-(3-methylphenyl)prop-2-yn-1-ylidene]piperidin-1-yl}-3-nitropyridine

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Technology Process of 2-{4-[3-(3-methylphenyl)prop-2-yn-1-ylidene]piperidin-1-yl}-3-nitropyridine

There total 4 articles about 2-{4-[3-(3-methylphenyl)prop-2-yn-1-ylidene]piperidin-1-yl}-3-nitropyridine 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: 69.0%

: 1107620-19-8
3-Nitro-2-[4-(prop-2-ynyliden)piperidin-1-yl]pyridine

: 625-95-6
3-Iodotoluene

: 1107619-07-7
2-{4-[3-(3-methylphenyl)prop-2-yn-1-ylidene]piperidin-1-yl}-3-nitropyridine

Guidance literature:: With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; triethylamine; at 80 ℃; for 2h; Inert atmosphere; Sealed tube;
DOI:10.1016/j.bmc.2015.05.008

Reference yield:

: 1107620-18-7
3-nitro-2-{4-[3-(trimethylsilyl)prop-2-yn-1-ylidene]piperidin-1-yl}pyridine

: 1107619-07-7
2-{4-[3-(3-methylphenyl)prop-2-yn-1-ylidene]piperidin-1-yl}-3-nitropyridine

Guidance literature:: Multi-step reaction with 2 steps

1: tetrabutyl ammonium fluoride / tetrahydrofuran / 2 h / 25 °C / Inert atmosphere

2: copper(l) iodide; triethylamine; bis-triphenylphosphine-palladium(II) chloride / 2 h / 80 °C / Inert atmosphere; Sealed tube

With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; tetrabutyl ammonium fluoride; triethylamine; In tetrahydrofuran; 2: |Sonogashira Cross-Coupling;
DOI:10.1016/j.bmc.2015.05.008

Reference yield:

: 338411-72-6
1-(3-nitropyridin-2-yl)piperidin-4-one

: 1107619-07-7
2-{4-[3-(3-methylphenyl)prop-2-yn-1-ylidene]piperidin-1-yl}-3-nitropyridine

Guidance literature:: Multi-step reaction with 3 steps

1.1: lithium hexamethyldisilazane / tetrahydrofuran / 0.25 h / -60 °C / Inert atmosphere

1.2: 2.25 h / -60 - 25 °C / Inert atmosphere

2.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 2 h / 25 °C / Inert atmosphere

3.1: copper(l) iodide; triethylamine; bis-triphenylphosphine-palladium(II) chloride / 2 h / 80 °C / Inert atmosphere; Sealed tube

With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; tetrabutyl ammonium fluoride; triethylamine; lithium hexamethyldisilazane; In tetrahydrofuran; 1.1: |Horner-Wadsworth-Emmons Olefination / 1.2: |Horner-Wadsworth-Emmons Olefination / 3.1: |Sonogashira Cross-Coupling;
DOI:10.1016/j.bmc.2015.05.008