3-chloro-5-((4-(methoxymethoxy)-2-methylphenyl)ethynyl)picolinonitrile

Base Information

Chemical Name:3-chloro-5-((4-(methoxymethoxy)-2-methylphenyl)ethynyl)picolinonitrile
CAS No.:1258595-04-8
Molecular Formula:C₁₇H₁₃ClN₂O₂
Molecular Weight:312.755
Hs Code.:

Synonyms:3-chloro-5-((4-(methoxymethoxy)-2-methylphenyl)ethynyl)picolinonitrile

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Chemical Property of 3-chloro-5-((4-(methoxymethoxy)-2-methylphenyl)ethynyl)picolinonitrile

Chemical Property:

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Technology Process of 3-chloro-5-((4-(methoxymethoxy)-2-methylphenyl)ethynyl)picolinonitrile

There total 4 articles about 3-chloro-5-((4-(methoxymethoxy)-2-methylphenyl)ethynyl)picolinonitrile 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: 45.0%

: 1258595-03-7
1-ethynyl-4-(methoxymethoxy)-2-methylbenzene

: 85331-33-5
2-Cyano-3,5-dichloropyridine

: 1258595-04-8
3-chloro-5-((4-(methoxymethoxy)-2-methylphenyl)ethynyl)picolinonitrile

Guidance literature:: With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; triethylamine; In N,N-dimethyl-formamide; at 60 ℃; Inert atmosphere;
DOI:10.1021/acs.jmedchem.6b00489

Reference yield:

: 14472-14-1
4-bromo-3-methylphenol

: 1258595-04-8
3-chloro-5-((4-(methoxymethoxy)-2-methylphenyl)ethynyl)picolinonitrile

Guidance literature:: Multi-step reaction with 4 steps

1.1: sodium hydride / N,N-dimethyl-formamide / 0.75 h / 10 - 20 °C

1.2: 3.5 h / 20 °C

2.1: triethylamine / copper(l) iodide; bis-triphenylphosphine-palladium(II) chloride / N,N-dimethyl-formamide / 60 °C / Inert atmosphere

3.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 0.75 h / 0 - 20 °C

4.1: triethylamine / copper(l) iodide; bis-triphenylphosphine-palladium(II) chloride / N,N-dimethyl-formamide / 60 °C / Inert atmosphere

With tetrabutyl ammonium fluoride; sodium hydride; triethylamine; bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; In tetrahydrofuran; N,N-dimethyl-formamide;

Reference yield:

: 1258595-02-6
triethyl((4-(methoxymethoxy)-2-methylphenyl)ethynyl)silane

: 1258595-04-8
3-chloro-5-((4-(methoxymethoxy)-2-methylphenyl)ethynyl)picolinonitrile

Guidance literature:: Multi-step reaction with 2 steps

1: tetrabutyl ammonium fluoride / tetrahydrofuran / 0.75 h / 0 - 20 °C

2: triethylamine / copper(l) iodide; bis-triphenylphosphine-palladium(II) chloride / N,N-dimethyl-formamide / 60 °C / Inert atmosphere

With tetrabutyl ammonium fluoride; triethylamine; bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; In tetrahydrofuran; N,N-dimethyl-formamide;