methyl 3-[4-({3-chloro-4-[(3-fluorobenzyl)oxy]phenyl}amino)pyrimidin-5-yl]prop-2-ynoate

Base Information

• Chemical Name: methyl 3-[4-({3-chloro-4-[(3-fluorobenzyl)oxy]phenyl}amino)pyrimidin-5-yl]prop-2-ynoate
• CAS No.: 746677-54-3
• Molecular Formula: C₂₁H₁₅ClFN₃O₃
• Molecular Weight: 411.82
• Mol file: 746677-54-3.mol

Synonyms:methyl 3-[4-({3-chloro-4-[(3-fluorobenzyl)oxy]phenyl}amino)pyrimidin-5-yl]prop-2-ynoate

Chemical Property of methyl 3-[4-({3-chloro-4-[(3-fluorobenzyl)oxy]phenyl}amino)pyrimidin-5-yl]prop-2-ynoate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of methyl 3-[4-({3-chloro-4-[(3-fluorobenzyl)oxy]phenyl}amino)pyrimidin-5-yl]prop-2-ynoate

There total 2 articles about methyl 3-[4-({3-chloro-4-[(3-fluorobenzyl)oxy]phenyl}amino)pyrimidin-5-yl]prop-2-ynoate 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: 67.0%

propynoic acid methyl ester (922-67-8) + N-{3-chloro-4-[(3-fluorobenzyl)oxy]phenyl}-5-iodopyrimidin-4-amine (746677-53-2) → methyl 3-[4-({3-chloro-4-[(3-fluorobenzyl)oxy]phenyl}amino)pyrimidin-5-yl]prop-2-ynoate (746677-54-3)

Guidance literature:

With copper(l) iodide; potassium carbonate; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; at 70 ℃; for 4h;

DOI:10.1002/jhet.5570410308

Reference yield:

3-chloro-4-(3-fluorobenzyloxy)aniline (202197-26-0) → methyl 3-[4-({3-chloro-4-[(3-fluorobenzyl)oxy]phenyl}amino)pyrimidin-5-yl]prop-2-ynoate (746677-54-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 52 percent / ethanol / 2.5 h / Heating

2: 67 percent / potassium carbonate; CuI / Pd(PPh₃)4 / tetrahydrofuran / 4 h / 70 °C

With copper(l) iodide; potassium carbonate; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; ethanol;

DOI:10.1002/jhet.5570410308

Reference yield: 71.0%

4-methoxy-aniline (104-94-9) + methyl 3-[4-({3-chloro-4-[(3-fluorobenzyl)oxy]phenyl}amino)pyrimidin-5-yl]prop-2-ynoate (746677-54-3) → 8-{3-chloro-4-[(3-fluorobenzyl)oxy]phenyl}-5-[(4-methoxyphenyl)amino]pyrido[2,3-d]pyrimidin-7(8H)-one

Guidance literature:

In methanol; Heating;

DOI:10.1002/jhet.5570410308

upstream raw materials:

propynoic acid methyl ester

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

3-chloro-4-(3-fluorobenzyloxy)aniline