N,N'-bis(hexyl)-5-(p-tert-butyldimethylsilyloxyphenyl)-2-amino-1,4-pyrazine

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Chemical Name:N,N'-bis(hexyl)-5-(p-tert-butyldimethylsilyloxyphenyl)-2-amino-1,4-pyrazine
CAS No.:549503-32-4
Molecular Formula:C₂₈H₄₇N₃OSi
Molecular Weight:469.786
Hs Code.:

Synonyms:N,N'-bis(hexyl)-5-(p-tert-butyldimethylsilyloxyphenyl)-2-amino-1,4-pyrazine

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Chemical Property of N,N'-bis(hexyl)-5-(p-tert-butyldimethylsilyloxyphenyl)-2-amino-1,4-pyrazine

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Technology Process of N,N'-bis(hexyl)-5-(p-tert-butyldimethylsilyloxyphenyl)-2-amino-1,4-pyrazine

There total 5 articles about N,N'-bis(hexyl)-5-(p-tert-butyldimethylsilyloxyphenyl)-2-amino-1,4-pyrazine 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: 45.0%

: 638-45-9
1-Iodohexane

: 549503-20-0
5-(p-tert-butyldimethylsilyloxyphenyl)-2-amino-1,4-pyrazine

: 549503-31-3
N-hexyl-5-(p-tert-butyldimethylsilyloxyphenyl)-2-amino-1,4-pyrazine

: 549503-32-4
N,N'-bis(hexyl)-5-(p-tert-butyldimethylsilyloxyphenyl)-2-amino-1,4-pyrazine

Guidance literature:: 5-(p-tert-butyldimethylsilyloxyphenyl)-2-amino-1,4-pyrazine; With n-butyllithium; N,N,N,N,-tetramethylethylenediamine; In 1,2-dimethoxyethane; hexane; at 0 ℃; for 2h;

1-Iodohexane; In 1,2-dimethoxyethane; hexane; at 45 ℃;
DOI:10.1055/s-2003-37652

Reference yield:

: 106-41-2
4-bromo-phenol

: 549503-32-4
N,N'-bis(hexyl)-5-(p-tert-butyldimethylsilyloxyphenyl)-2-amino-1,4-pyrazine

Guidance literature:: Multi-step reaction with 4 steps

1.1: imidazole / CH₂Cl₂ / 1 h / 20 °C

2.1: BuLi / hexane; tetrahydrofuran / 0.25 h / -78 °C

2.2: 51.4 mmol / triisopropylborate / hexane; tetrahydrofuran / 20 °C

3.1: 72 percent / aq. Na₂CO₃ / [1,4-bis(diphenylphosphino)butane]palladium(II) chloride / toluene / 24 h / Heating

4.1: BuLi; TMEDA / hexane; 1,2-dimethoxy-ethane / 2 h / 0 °C

4.2: 40 percent / hexane; 1,2-dimethoxy-ethane / 45 °C

With 1H-imidazole; n-butyllithium; N,N,N,N,-tetramethylethylenediamine; sodium carbonate; PdCl₂(PPh₂(CH₂)4PPh₂); In tetrahydrofuran; 1,2-dimethoxyethane; hexane; dichloromethane; toluene; 3.1: Suzuki reaction;
DOI:10.1055/s-2003-37652

Reference yield:

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

: 549503-32-4
N,N'-bis(hexyl)-5-(p-tert-butyldimethylsilyloxyphenyl)-2-amino-1,4-pyrazine

Guidance literature:: Multi-step reaction with 3 steps

1.1: BuLi / hexane; tetrahydrofuran / 0.25 h / -78 °C

1.2: 51.4 mmol / triisopropylborate / hexane; tetrahydrofuran / 20 °C

2.1: 72 percent / aq. Na₂CO₃ / [1,4-bis(diphenylphosphino)butane]palladium(II) chloride / toluene / 24 h / Heating

3.1: BuLi; TMEDA / hexane; 1,2-dimethoxy-ethane / 2 h / 0 °C

3.2: 40 percent / hexane; 1,2-dimethoxy-ethane / 45 °C

With n-butyllithium; N,N,N,N,-tetramethylethylenediamine; sodium carbonate; PdCl₂(PPh₂(CH₂)4PPh₂); In tetrahydrofuran; 1,2-dimethoxyethane; hexane; toluene; 2.1: Suzuki reaction;
DOI:10.1055/s-2003-37652