{4-[6-chloro-5-(3,4-dimethoxyphenyl)pyrimidin-4-ylethynyl]phenyl}dimethylamine

Base Information

Chemical Name:{4-[6-chloro-5-(3,4-dimethoxyphenyl)pyrimidin-4-ylethynyl]phenyl}dimethylamine
CAS No.:926008-72-2
Molecular Formula:C₂₂H₂₀ClN₃O₂
Molecular Weight:393.873
Hs Code.:

Synonyms:{4-[6-chloro-5-(3,4-dimethoxyphenyl)pyrimidin-4-ylethynyl]phenyl}dimethylamine

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Chemical Property of {4-[6-chloro-5-(3,4-dimethoxyphenyl)pyrimidin-4-ylethynyl]phenyl}dimethylamine

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Technology Process of {4-[6-chloro-5-(3,4-dimethoxyphenyl)pyrimidin-4-ylethynyl]phenyl}dimethylamine

There total 5 articles about {4-[6-chloro-5-(3,4-dimethoxyphenyl)pyrimidin-4-ylethynyl]phenyl}dimethylamine 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%

: 146533-38-2
4,6-dichloro-5-(3,4-dimethoxyphenyl)pyrimidine

: 17573-94-3,752235-18-0
4-ethynyl-N,N-dimethylaniline

: 926008-72-2
{4-[6-chloro-5-(3,4-dimethoxyphenyl)pyrimidin-4-ylethynyl]phenyl}dimethylamine

Guidance literature:: With copper(l) iodide; triethylamine; bis-triphenylphosphine-palladium(II) chloride; In acetonitrile; at 60 ℃;
DOI:10.1016/j.bmc.2006.12.029

Reference yield:

: 926008-52-8
5-(3,4-dimethoxyphenyl)pyrimidine-4,6-diol

: 926008-72-2
{4-[6-chloro-5-(3,4-dimethoxyphenyl)pyrimidin-4-ylethynyl]phenyl}dimethylamine

Guidance literature:: Multi-step reaction with 2 steps

1: 63 percent / POCl₃ / 90 °C

2: 45 percent / Et₃N; CuI / Pd(PPh₃)2Cl₂ / acetonitrile / 60 °C

With copper(l) iodide; triethylamine; trichlorophosphate; bis-triphenylphosphine-palladium(II) chloride; In acetonitrile; 2: Sonogashira reaction;
DOI:10.1016/j.bmc.2006.12.029

Reference yield:

: 93-40-3
(3,4-Dimethoxyphenyl)acetic acid

: 926008-72-2
{4-[6-chloro-5-(3,4-dimethoxyphenyl)pyrimidin-4-ylethynyl]phenyl}dimethylamine

Guidance literature:: Multi-step reaction with 5 steps

1.1: 94 percent / conc. HCl / Heating

2.1: LHMDS / tetrahydrofuran; hexane / -78 °C

2.2: 33 percent / tetrahydrofuran; hexane / -78 - 20 °C

3.1: 36 percent / NaOEt / ethanol / 60 °C

4.1: 63 percent / POCl₃ / 90 °C

5.1: 45 percent / Et₃N; CuI / Pd(PPh₃)2Cl₂ / acetonitrile / 60 °C

With hydrogenchloride; copper(l) iodide; sodium ethanolate; triethylamine; lithium hexamethyldisilazane; trichlorophosphate; bis-triphenylphosphine-palladium(II) chloride; In tetrahydrofuran; ethanol; hexane; acetonitrile; 5.1: Sonogashira reaction;
DOI:10.1016/j.bmc.2006.12.029