2-(5-(4-methoxybenzyloxy)pent-1-ynyl)-4,6-dimethylpyridine-3,5-dicarbonitrile

Base Information

Chemical Name:2-(5-(4-methoxybenzyloxy)pent-1-ynyl)-4,6-dimethylpyridine-3,5-dicarbonitrile
CAS No.:1334291-36-9
Molecular Formula:C₂₂H₂₁N₃O₂
Molecular Weight:359.428
Hs Code.:

Synonyms:2-(5-(4-methoxybenzyloxy)pent-1-ynyl)-4,6-dimethylpyridine-3,5-dicarbonitrile

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Chemical Property of 2-(5-(4-methoxybenzyloxy)pent-1-ynyl)-4,6-dimethylpyridine-3,5-dicarbonitrile

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Technology Process of 2-(5-(4-methoxybenzyloxy)pent-1-ynyl)-4,6-dimethylpyridine-3,5-dicarbonitrile

There total 3 articles about 2-(5-(4-methoxybenzyloxy)pent-1-ynyl)-4,6-dimethylpyridine-3,5-dicarbonitrile 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: 68.0%

: 941693-37-4
2-bromo-4,6-dimethyl-3,5-dicarbonitrile

: 197219-01-5
1-methoxy-4-pent-4-ynyloxymethyl-benzene

: 1334291-36-9
2-(5-(4-methoxybenzyloxy)pent-1-ynyl)-4,6-dimethylpyridine-3,5-dicarbonitrile

Guidance literature:: 2-bromo-4,6-dimethyl-3,5-dicarbonitrile; With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; triethylamine; In diethyl ether; for 0.166667h;

1-methoxy-4-pent-4-ynyloxymethyl-benzene; In diethyl ether; at 20 ℃; Inert atmosphere;
DOI:10.1016/j.bmcl.2011.07.058

Reference yield:

: 89238-99-3
O-(4-methoxybenzyl)-trichloroacetimidate

: 1334291-36-9
2-(5-(4-methoxybenzyloxy)pent-1-ynyl)-4,6-dimethylpyridine-3,5-dicarbonitrile

Guidance literature:: Multi-step reaction with 2 steps

1.1: camphor-10-sulfonic acid / hexane; dichloromethane / 0 - 20 °C

2.1: copper(l) iodide; bis-triphenylphosphine-palladium(II) chloride; triethylamine / diethyl ether / 0.17 h

2.2: 20 °C / Inert atmosphere

With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; camphor-10-sulfonic acid; triethylamine; In diethyl ether; hexane; dichloromethane; 2.1: Sonogashira coupling / 2.2: Sonogashira coupling;
DOI:10.1016/j.bmcl.2011.07.058

Reference yield:

: 105-13-5
4-Methoxybenzyl alcohol

: 1334291-36-9
2-(5-(4-methoxybenzyloxy)pent-1-ynyl)-4,6-dimethylpyridine-3,5-dicarbonitrile

Guidance literature:: Multi-step reaction with 3 steps

1.1: sodium hydride / diethyl ether; mineral oil / 0.5 h / 20 °C / Inert atmosphere

1.2: 0 - 20 °C / Inert atmosphere

2.1: camphor-10-sulfonic acid / hexane; dichloromethane / 0 - 20 °C

3.1: copper(l) iodide; bis-triphenylphosphine-palladium(II) chloride; triethylamine / diethyl ether / 0.17 h

3.2: 20 °C / Inert atmosphere

With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; camphor-10-sulfonic acid; sodium hydride; triethylamine; In diethyl ether; hexane; dichloromethane; mineral oil; 3.1: Sonogashira coupling / 3.2: Sonogashira coupling;
DOI:10.1016/j.bmcl.2011.07.058