N-phenoxycarbonyl-6-{2-[(3-acetoxy)-2-pyridinyl]ethynyl}-1,2,3,4-tetrahydropyridine

Base Information

Chemical Name:N-phenoxycarbonyl-6-{2-[(3-acetoxy)-2-pyridinyl]ethynyl}-1,2,3,4-tetrahydropyridine
CAS No.:289473-41-2
Molecular Formula:C₂₁H₁₈N₂O₄
Molecular Weight:362.385
Hs Code.:

Synonyms:N-phenoxycarbonyl-6-{2-[(3-acetoxy)-2-pyridinyl]ethynyl}-1,2,3,4-tetrahydropyridine

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Chemical Property of N-phenoxycarbonyl-6-{2-[(3-acetoxy)-2-pyridinyl]ethynyl}-1,2,3,4-tetrahydropyridine

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Technology Process of N-phenoxycarbonyl-6-{2-[(3-acetoxy)-2-pyridinyl]ethynyl}-1,2,3,4-tetrahydropyridine

There total 4 articles about N-phenoxycarbonyl-6-{2-[(3-acetoxy)-2-pyridinyl]ethynyl}-1,2,3,4-tetrahydropyridine 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:

: 164732-59-6
6-Trifluoromethanesulfonyloxy-3,4-dihydro-2H-pyridine-1-carboxylic acid phenyl ester

: 289473-40-1
3-acetoxy-2-ethynylpyridine

: 289473-41-2
N-phenoxycarbonyl-6-{2-[(3-acetoxy)-2-pyridinyl]ethynyl}-1,2,3,4-tetrahydropyridine

Guidance literature:: With copper(l) iodide; triethylamine; bis-triphenylphosphine-palladium(II) chloride; In tetrahydrofuran; at 20 ℃; for 1h;
DOI:10.1021/ol006056f

Reference yield:

: 6602-32-0
2-bromo-pyridin-3-ol

: 289473-41-2
N-phenoxycarbonyl-6-{2-[(3-acetoxy)-2-pyridinyl]ethynyl}-1,2,3,4-tetrahydropyridine

Guidance literature:: Multi-step reaction with 4 steps

1: 90 percent / 1 h / Heating

2: 83 percent / CuI; triethylamine / PdCl₂(PPh₃)2 / tetrahydrofuran / 1 h / 20 °C

3: 83 percent / tetrabutylammonium fluoride; H₂O / tetrahydrofuran / 1 h / 20 °C

4: CuI; triethylamine / PdCl₂(PPh₃)2 / tetrahydrofuran / 1 h / 20 °C

With copper(l) iodide; tetrabutyl ammonium fluoride; water; triethylamine; bis-triphenylphosphine-palladium(II) chloride; In tetrahydrofuran; 1: Acetylation / 2: catalyzed coupling / 3: Hydrolysis / 4: catalyzed coupling;
DOI:10.1021/ol006056f

Reference yield:

: 92671-70-0
acetic acid 2-bromopyridin-3-yl ester

: 289473-41-2
N-phenoxycarbonyl-6-{2-[(3-acetoxy)-2-pyridinyl]ethynyl}-1,2,3,4-tetrahydropyridine

Guidance literature:: Multi-step reaction with 3 steps

1: 83 percent / CuI; triethylamine / PdCl₂(PPh₃)2 / tetrahydrofuran / 1 h / 20 °C

2: 83 percent / tetrabutylammonium fluoride; H₂O / tetrahydrofuran / 1 h / 20 °C

3: CuI; triethylamine / PdCl₂(PPh₃)2 / tetrahydrofuran / 1 h / 20 °C

With copper(l) iodide; tetrabutyl ammonium fluoride; water; triethylamine; bis-triphenylphosphine-palladium(II) chloride; In tetrahydrofuran; 1: catalyzed coupling / 2: Hydrolysis / 3: catalyzed coupling;
DOI:10.1021/ol006056f