N-(3-chloro-4-((3-fluorobenzyl)oxy)phenyl)-6-methyl-5-((5-(((2-(methylsulfonyl)ethyl)amino)methyl)furan-2-yl)ethynyl)pyrimidin-4-amine

Base Information

Chemical Name:N-(3-chloro-4-((3-fluorobenzyl)oxy)phenyl)-6-methyl-5-((5-(((2-(methylsulfonyl)ethyl)amino)methyl)furan-2-yl)ethynyl)pyrimidin-4-amine
CAS No.:912353-90-3
Molecular Formula:C₂₈H₂₆ClFN₄O₄S
Molecular Weight:569.056
Hs Code.:

Synonyms:N-(3-chloro-4-((3-fluorobenzyl)oxy)phenyl)-6-methyl-5-((5-(((2-(methylsulfonyl)ethyl)amino)methyl)furan-2-yl)ethynyl)pyrimidin-4-amine

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Chemical Property of N-(3-chloro-4-((3-fluorobenzyl)oxy)phenyl)-6-methyl-5-((5-(((2-(methylsulfonyl)ethyl)amino)methyl)furan-2-yl)ethynyl)pyrimidin-4-amine

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Technology Process of N-(3-chloro-4-((3-fluorobenzyl)oxy)phenyl)-6-methyl-5-((5-(((2-(methylsulfonyl)ethyl)amino)methyl)furan-2-yl)ethynyl)pyrimidin-4-amine

There total 7 articles about N-(3-chloro-4-((3-fluorobenzyl)oxy)phenyl)-6-methyl-5-((5-(((2-(methylsulfonyl)ethyl)amino)methyl)furan-2-yl)ethynyl)pyrimidin-4-amine 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: 58.0%

: 845658-68-6
N-((5-bromofuran-2-yl)methyl)-2-(methylsulfonyl)ethanamine

: 1436405-31-0
N-(3-chloro-4-((3-fluorobenzyl)oxy)phenyl)-5-ethynyl-6-methylpyrimidin-4-amine

: 912353-90-3
N-(3-chloro-4-((3-fluorobenzyl)oxy)phenyl)-6-methyl-5-((5-(((2-(methylsulfonyl)ethyl)amino)methyl)furan-2-yl)ethynyl)pyrimidin-4-amine

Guidance literature:: With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; triethylamine; In tetrahydrofuran; at 45 ℃; for 12h; Inert atmosphere;
DOI:10.1016/j.bmc.2013.03.053

Reference yield:

: 1899-24-7
5-bromo-2-furancarboxaldehyde

: 912353-90-3
N-(3-chloro-4-((3-fluorobenzyl)oxy)phenyl)-6-methyl-5-((5-(((2-(methylsulfonyl)ethyl)amino)methyl)furan-2-yl)ethynyl)pyrimidin-4-amine

Guidance literature:: Multi-step reaction with 2 steps

1.1: methanol / 2 h / 20 °C

1.2: 4 h / 20 °C

2.1: copper(l) iodide; bis-triphenylphosphine-palladium(II) chloride; triethylamine / tetrahydrofuran / 12 h / 45 °C / Inert atmosphere

With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; triethylamine; In tetrahydrofuran; methanol;
DOI:10.1016/j.bmc.2013.03.053

Reference yield:

: 56-04-2
6-methyl-2-thiouracil

: 912353-90-3
N-(3-chloro-4-((3-fluorobenzyl)oxy)phenyl)-6-methyl-5-((5-(((2-(methylsulfonyl)ethyl)amino)methyl)furan-2-yl)ethynyl)pyrimidin-4-amine

Guidance literature:: Multi-step reaction with 6 steps

1.1: dihydrogen peroxide / water / 2 h / 70 - 90 °C

2.1: sodium hydroxide; iodine / water / 3 h / Reflux

3.1: trichlorophosphate / diethylene glycol dimethyl ether / 2 h / 90 °C

4.1: methanesulfonic acid / ethanol / 2 h / 70 °C

5.1: copper(l) iodide; bis-triphenylphosphine-palladium(II) chloride / tetrahydrofuran / 2 h / 50 °C / Inert atmosphere

5.2: 0.5 h / 0 °C

6.1: copper(l) iodide; bis-triphenylphosphine-palladium(II) chloride; triethylamine / tetrahydrofuran / 12 h / 45 °C / Inert atmosphere

With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; methanesulfonic acid; dihydrogen peroxide; iodine; triethylamine; sodium hydroxide; trichlorophosphate; In tetrahydrofuran; ethanol; diethylene glycol dimethyl ether; water;
DOI:10.1016/j.bmc.2013.03.053