N-(2-bromoprop-2-en-1-yl)-N-{2-[3-(tetrahydro-2H-pyran-2-yloxy)prop-1-yn-1-yl]phenyl}-acetamide

Base Information

Chemical Name:N-(2-bromoprop-2-en-1-yl)-N-{2-[3-(tetrahydro-2H-pyran-2-yloxy)prop-1-yn-1-yl]phenyl}-acetamide
CAS No.:1310368-12-7
Molecular Formula:C₁₉H₂₂BrNO₃
Molecular Weight:392.293
Hs Code.:

Synonyms:N-(2-bromoprop-2-en-1-yl)-N-{2-[3-(tetrahydro-2H-pyran-2-yloxy)prop-1-yn-1-yl]phenyl}-acetamide

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Chemical Property of N-(2-bromoprop-2-en-1-yl)-N-{2-[3-(tetrahydro-2H-pyran-2-yloxy)prop-1-yn-1-yl]phenyl}-acetamide

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Technology Process of N-(2-bromoprop-2-en-1-yl)-N-{2-[3-(tetrahydro-2H-pyran-2-yloxy)prop-1-yn-1-yl]phenyl}-acetamide

There total 4 articles about N-(2-bromoprop-2-en-1-yl)-N-{2-[3-(tetrahydro-2H-pyran-2-yloxy)prop-1-yn-1-yl]phenyl}-acetamide 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: 80.0%

: 123027-91-8
N-acetyl-2-<3-(tetrahydro-2H-pyranyloxy)propyn-1-yl>aniline

: 513-31-5
2-bromoallyl bromide

: 1310368-12-7
N-(2-bromoprop-2-en-1-yl)-N-{2-[3-(tetrahydro-2H-pyran-2-yloxy)prop-1-yn-1-yl]phenyl}-acetamide

Guidance literature:: N-acetyl-2-<3-(tetrahydro-2H-pyranyloxy)propyn-1-yl>aniline; With sodium hydride; In tetrahydrofuran; mineral oil; for 0.5h; Cooling with ice;

2-bromoallyl bromide; In tetrahydrofuran; at 20 ℃; for 2h;
DOI:10.1021/ol201107a

Reference yield:

: 6089-04-9
3-(tetrahydropyran-2'-yloxy)propyne

: 1310368-12-7
N-(2-bromoprop-2-en-1-yl)-N-{2-[3-(tetrahydro-2H-pyran-2-yloxy)prop-1-yn-1-yl]phenyl}-acetamide

Guidance literature:: Multi-step reaction with 3 steps

1.1: copper(l) iodide; bis-triphenylphosphine-palladium(II) chloride; diethylamine / 1 h / 40 °C / Inert atmosphere

2.1: triethylamine / dichloromethane / 2 h / 20 °C / Cooling with ice

3.1: sodium hydride / tetrahydrofuran; mineral oil / 0.5 h / Cooling with ice

3.2: 2 h / 20 °C

With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; sodium hydride; diethylamine; triethylamine; In tetrahydrofuran; dichloromethane; mineral oil; 1.1: Sonogashira coupling;
DOI:10.1021/ol201107a

Reference yield:

: 615-43-0
2-iodophenylamine

: 1310368-12-7
N-(2-bromoprop-2-en-1-yl)-N-{2-[3-(tetrahydro-2H-pyran-2-yloxy)prop-1-yn-1-yl]phenyl}-acetamide

Guidance literature:: Multi-step reaction with 3 steps

1.1: copper(l) iodide; bis-triphenylphosphine-palladium(II) chloride; diethylamine / 1 h / 40 °C / Inert atmosphere

2.1: triethylamine / dichloromethane / 2 h / 20 °C / Cooling with ice

3.1: sodium hydride / tetrahydrofuran; mineral oil / 0.5 h / Cooling with ice

3.2: 2 h / 20 °C

With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; sodium hydride; diethylamine; triethylamine; In tetrahydrofuran; dichloromethane; mineral oil; 1.1: Sonogashira coupling;
DOI:10.1021/ol201107a