N-{3-chloro-4-[(3-fluorobenzyl)oxy]phenyl}-5-[(trimethylsilyl)ethynyl]pyrimidin-4-amine

Base Information

• Chemical Name: N-{3-chloro-4-[(3-fluorobenzyl)oxy]phenyl}-5-[(trimethylsilyl)ethynyl]pyrimidin-4-amine
• CAS No.: 845658-52-8
• Molecular Formula: C₂₂H₂₁ClFN₃OSi
• Molecular Weight: 425.965

Synonyms:N-{3-chloro-4-[(3-fluorobenzyl)oxy]phenyl}-5-[(trimethylsilyl)ethynyl]pyrimidin-4-amine

Chemical Property of N-{3-chloro-4-[(3-fluorobenzyl)oxy]phenyl}-5-[(trimethylsilyl)ethynyl]pyrimidin-4-amine

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Technology Process of N-{3-chloro-4-[(3-fluorobenzyl)oxy]phenyl}-5-[(trimethylsilyl)ethynyl]pyrimidin-4-amine

There total 2 articles about N-{3-chloro-4-[(3-fluorobenzyl)oxy]phenyl}-5-[(trimethylsilyl)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: 83.0%

N-{3-chloro-4-[(3-fluorobenzyl)oxy]phenyl}-5-iodopyrimidin-4-amine hydrochloride + trimethylsilylacetylene (1066-54-2) → N-{3-chloro-4-[(3-fluorobenzyl)oxy]phenyl}-5-[(trimethylsilyl)ethynyl]pyrimidin-4-amine (845658-52-8)

Guidance literature:

With copper(l) iodide; triethylamine; bis-triphenylphosphine-palladium(II) chloride; In tetrahydrofuran; at 60 ℃; for 3h;

Reference yield: 83.0%

trimethylsilylacetylene (1066-54-2) + N-{3-chloro-4-[(3-fluorobenzyl)oxy]phenyl}-5-iodopyrimidin-4-amine (746677-53-2) → N-{3-chloro-4-[(3-fluorobenzyl)oxy]phenyl}-5-[(trimethylsilyl)ethynyl]pyrimidin-4-amine (845658-52-8)

Guidance literature:

With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; triethylamine; In tetrahydrofuran; at 65 ℃;

DOI:10.1016/j.bmcl.2006.01.111

Reference yield: 94.0%

N-{3-chloro-4-[(3-fluorobenzyl)oxy]phenyl}-5-[(trimethylsilyl)ethynyl]pyrimidin-4-amine (845658-52-8) → N-(3-chloro-4-((3-fluorobenzyl)oxy)phenyl)-5-ethynylpyrimidin-4-amine (845658-50-6)

Guidance literature:

With tetrabutyl ammonium fluoride; In tetrahydrofuran; at 0 ℃;

DOI:10.1016/j.bmcl.2006.01.111

upstream raw materials:

trimethylsilylacetylene

N-{3-chloro-4-[(3-fluorobenzyl)oxy]phenyl}-5-iodopyrimidin-4-amine

Downstream raw materials:

N-(3-chloro-4-((3-fluorobenzyl)oxy)phenyl)-5-ethynylpyrimidin-4-amine

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