p-tolyl(4-(trimethylsilylethynyl)-2,6-dimethoxy-5-pyrimidineyl)methanone

Base Information

Chemical Name:p-tolyl(4-(trimethylsilylethynyl)-2,6-dimethoxy-5-pyrimidineyl)methanone
CAS No.:1423122-47-7
Molecular Formula:C₁₉H₂₂N₂O₃Si
Molecular Weight:354.481
Hs Code.:

Synonyms:p-tolyl(4-(trimethylsilylethynyl)-2,6-dimethoxy-5-pyrimidineyl)methanone

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Chemical Property of p-tolyl(4-(trimethylsilylethynyl)-2,6-dimethoxy-5-pyrimidineyl)methanone

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Technology Process of p-tolyl(4-(trimethylsilylethynyl)-2,6-dimethoxy-5-pyrimidineyl)methanone

There total 4 articles about p-tolyl(4-(trimethylsilylethynyl)-2,6-dimethoxy-5-pyrimidineyl)methanone 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: 76.0%

: 1423122-46-6
p-tolyl(4-bromo-2,6-dimethoxy-5-pyrimidineyl)methanone

: 1066-54-2
trimethylsilylacetylene

: 1423122-47-7
p-tolyl(4-(trimethylsilylethynyl)-2,6-dimethoxy-5-pyrimidineyl)methanone

Guidance literature:: p-tolyl(4-bromo-2,6-dimethoxy-5-pyrimidineyl)methanone; trimethylsilylacetylene; With bis-triphenylphosphine-palladium(II) chloride; triethylamine; triphenylphosphine; In tetrahydrofuran; at 20 ℃; for 0.333333h; Inert atmosphere;

With copper(l) iodide; In tetrahydrofuran; at 20 ℃; Inert atmosphere;
DOI:10.1016/j.tetlet.2013.01.005

Reference yield:

: 1423122-45-5
p-tolyl(4-bromo-2,6-dimethoxy-5-pyrimidinyl)methanol

: 1423122-47-7
p-tolyl(4-(trimethylsilylethynyl)-2,6-dimethoxy-5-pyrimidineyl)methanone

Guidance literature:: Multi-step reaction with 2 steps

1.1: chromium(VI) oxide; pyridine / dichloromethane / 4 h / 20 °C / Inert atmosphere

2.1: bis-triphenylphosphine-palladium(II) chloride; triphenylphosphine; triethylamine / tetrahydrofuran / 0.33 h / 20 °C / Inert atmosphere

2.2: 20 °C / Inert atmosphere

With pyridine; chromium(VI) oxide; bis-triphenylphosphine-palladium(II) chloride; triethylamine; triphenylphosphine; In tetrahydrofuran; dichloromethane; 2.1: |Sonogashira Cross-Coupling / 2.2: |Sonogashira Cross-Coupling;
DOI:10.1016/j.tetlet.2013.01.005

Reference yield:

: 104-87-0
4-methyl-benzaldehyde

: 1423122-47-7
p-tolyl(4-(trimethylsilylethynyl)-2,6-dimethoxy-5-pyrimidineyl)methanone

Guidance literature:: Multi-step reaction with 3 steps

1.1: lithium diisopropyl amide / tetrahydrofuran; hexane / 1.5 h / -78 °C / Inert atmosphere

1.2: 1 h / -78 °C / Inert atmosphere

2.1: chromium(VI) oxide; pyridine / dichloromethane / 4 h / 20 °C / Inert atmosphere

3.1: bis-triphenylphosphine-palladium(II) chloride; triphenylphosphine; triethylamine / tetrahydrofuran / 0.33 h / 20 °C / Inert atmosphere

3.2: 20 °C / Inert atmosphere

With pyridine; chromium(VI) oxide; bis-triphenylphosphine-palladium(II) chloride; triethylamine; triphenylphosphine; lithium diisopropyl amide; In tetrahydrofuran; hexane; dichloromethane; 3.1: |Sonogashira Cross-Coupling / 3.2: |Sonogashira Cross-Coupling;
DOI:10.1016/j.tetlet.2013.01.005