5-[4-(tert-butyldimethylsilyloxy)phenyl]-3-(phenylethynyl)pyrazin-2-amine

Base Information

Chemical Name:5-[4-(tert-butyldimethylsilyloxy)phenyl]-3-(phenylethynyl)pyrazin-2-amine
CAS No.:1338221-21-8
Molecular Formula:C₂₄H₂₇N₃OSi
Molecular Weight:401.583
Hs Code.:

Synonyms:5-[4-(tert-butyldimethylsilyloxy)phenyl]-3-(phenylethynyl)pyrazin-2-amine

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Chemical Property of 5-[4-(tert-butyldimethylsilyloxy)phenyl]-3-(phenylethynyl)pyrazin-2-amine

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Technology Process of 5-[4-(tert-butyldimethylsilyloxy)phenyl]-3-(phenylethynyl)pyrazin-2-amine

There total 7 articles about 5-[4-(tert-butyldimethylsilyloxy)phenyl]-3-(phenylethynyl)pyrazin-2-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: 98.6%

: 1178890-01-1
2-amino-3-bromo-5-[p-(t-butyldimethylsilyloxy)phenyl]-1,4-pyrazine

: 536-74-3
phenylacetylene

: 1338221-21-8
5-[4-(tert-butyldimethylsilyloxy)phenyl]-3-(phenylethynyl)pyrazin-2-amine

Guidance literature:: With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; In water; diethylamine; at 20 ℃; for 4h; Inert atmosphere;

Reference yield:

: copper (I) iodide

: 1178890-01-1
2-amino-3-bromo-5-[p-(t-butyldimethylsilyloxy)phenyl]-1,4-pyrazine

: 536-74-3
phenylacetylene

: 1338221-21-8
5-[4-(tert-butyldimethylsilyloxy)phenyl]-3-(phenylethynyl)pyrazin-2-amine

Guidance literature:: dichlorobis(triphenylphosphine)palladium[II]; In water; diethylamine;

Reference yield:

: 67963-68-2
t-butyldimethylsilyl-4-bromophenol

: 1338221-21-8
5-[4-(tert-butyldimethylsilyloxy)phenyl]-3-(phenylethynyl)pyrazin-2-amine

Guidance literature:: Multi-step reaction with 4 steps

1.1: n-butyllithium; hydrogenchloride / tetrahydrofuran; hexane / -78 °C / Inert atmosphere

1.2: 13 h / -78 - 20 °C / Inert atmosphere

1.3: Inert atmosphere

2.1: bis-triphenylphosphine-palladium(II) chloride; sodium carbonate / toluene; ethanol; water / 17 h / Inert atmosphere; Reflux

3.1: N-Bromosuccinimide / dimethyl sulfoxide; water / 17 h / 20 °C

4.1: copper(l) iodide; bis-triphenylphosphine-palladium(II) chloride / water; diethylamine / 4 h / 20 °C / Inert atmosphere

With hydrogenchloride; bis-triphenylphosphine-palladium(II) chloride; N-Bromosuccinimide; copper(l) iodide; n-butyllithium; sodium carbonate; In tetrahydrofuran; ethanol; hexane; water; dimethyl sulfoxide; diethylamine; toluene;