5-(4-[tert-butyl(dimethyl)silyloxy]phenyl)-3-[4'-(trifluoromethyl)phenyl]-2-pyrazinamine

Base Information

• Chemical Name: 5-(4-[tert-butyl(dimethyl)silyloxy]phenyl)-3-[4'-(trifluoromethyl)phenyl]-2-pyrazinamine
• CAS No.: 625848-38-6
• Molecular Formula: C₂₃H₂₆F₃N₃OSi
• Molecular Weight: 445.56
• Mol file: 625848-38-6.mol

Synonyms:5-(4-[tert-butyl(dimethyl)silyloxy]phenyl)-3-[4'-(trifluoromethyl)phenyl]-2-pyrazinamine

Chemical Property of 5-(4-[tert-butyl(dimethyl)silyloxy]phenyl)-3-[4'-(trifluoromethyl)phenyl]-2-pyrazinamine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 5-(4-[tert-butyl(dimethyl)silyloxy]phenyl)-3-[4'-(trifluoromethyl)phenyl]-2-pyrazinamine

There total 3 articles about 5-(4-[tert-butyl(dimethyl)silyloxy]phenyl)-3-[4'-(trifluoromethyl)phenyl]-2-pyrazinamine 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: 92.0%

(4-((tert-butyldimethylsilyl)oxy)phenyl)boronic acid (159191-56-7) + 5-bromo-3-(4-(trifluoromethyl)phenyl)pyrazin-2-amine (625848-14-8) → 5-(4-[tert-butyl(dimethyl)silyloxy]phenyl)-3-[4'-(trifluoromethyl)phenyl]-2-pyrazinamine (625848-38-6)

Guidance literature:

With bis(benzonitrile)palladium(II) dichloride; sodium carbonate; 1,4-di(diphenylphosphino)-butane; In ethanol; water; toluene; for 0.116667h; Heating;

DOI:10.1016/j.tet.2003.08.040

Reference yield:

2-amino-3-bromo-5-[p-(t-butyldimethylsilyloxy)phenyl]-1,4-pyrazine (1178890-01-1) + 4-trifluoromethylphenylboronic acid (128796-39-4) → 5-(4-[tert-butyl(dimethyl)silyloxy]phenyl)-3-[4'-(trifluoromethyl)phenyl]-2-pyrazinamine (625848-38-6)

Guidance literature:

With bis(benzonitrile)palladium(II) dichloride; sodium carbonate; 1,4-di(diphenylphosphino)-butane; In ethanol; water; toluene; at 20 ℃; for 15.5h; Reflux; Inert atmosphere;

DOI:10.1016/j.bmc.2009.05.025

Reference yield:

4-trifluoromethylphenylboronic acid (128796-39-4) → 5-(4-[tert-butyl(dimethyl)silyloxy]phenyl)-3-[4'-(trifluoromethyl)phenyl]-2-pyrazinamine (625848-38-6)

Guidance literature:

Multi-step reaction with 2 steps

1: 41 percent / 1,4-bis(diphenylphosphino)butane; (PhCN)2PdCl₂; Na₂CO₃ / toluene; ethanol; H₂O / 7 h / Heating

2: 92 percent / 1,4-bis(diphenylphospino)butane; (PhCN)2PdCl₂; Na₂CO₃ / toluene; ethanol; H₂O / 0.12 h / Heating

With bis(benzonitrile)palladium(II) dichloride; sodium carbonate; 1,4-di(diphenylphosphino)-butane; In ethanol; water; toluene; 1: Suzuki coupling / 2: Suzuki coupling;

DOI:10.1016/j.tet.2003.08.040

upstream raw materials:

(4-((tert-butyldimethylsilyl)oxy)phenyl)boronic acid

5-bromo-3-(4-(trifluoromethyl)phenyl)pyrazin-2-amine

4-trifluoromethylphenylboronic acid

2-amino-3-bromo-5-[p-(t-butyldimethylsilyloxy)phenyl]-1,4-pyrazine

Downstream raw materials:

2-amino-3-(4-trifluoromethylphenyl)-5-(4-hydroxyphenyl)-1,4-pyrazine

Refernces

• 1、 Adamczyk, Maciej,Akireddy, Srinivasa Rao,Johnson, Donald D.,Mattingly, Phillip G.,Pan, You,Reddy, Rajarathnam E.. "Synthesis of 3,7-dihydroimidazo[1,2a]pyrazine-3-ones and their chemiluminescent properties". . p. 8129 - 8142. Retrieved 2007/10/03.