5-fluoro-3-(2-(2-(tert-butyldimethylsilyloxymethyl)thiazol-4-yl)ethynyl)benzonitrile

Base Information

Chemical Name:5-fluoro-3-(2-(2-(tert-butyldimethylsilyloxymethyl)thiazol-4-yl)ethynyl)benzonitrile
CAS No.:945933-47-1
Molecular Formula:C₁₉H₂₁FN₂OSSi
Molecular Weight:372.538
Hs Code.:

Synonyms:5-fluoro-3-(2-(2-(tert-butyldimethylsilyloxymethyl)thiazol-4-yl)ethynyl)benzonitrile

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of 5-fluoro-3-(2-(2-(tert-butyldimethylsilyloxymethyl)thiazol-4-yl)ethynyl)benzonitrile

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Technology Process of 5-fluoro-3-(2-(2-(tert-butyldimethylsilyloxymethyl)thiazol-4-yl)ethynyl)benzonitrile

There total 6 articles about 5-fluoro-3-(2-(2-(tert-butyldimethylsilyloxymethyl)thiazol-4-yl)ethynyl)benzonitrile 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: 90.0%

: 945933-46-0
2-(tert-butyldimethylsilyloxymethyl)-4-iodothiazole

: 872122-56-0
3-ethynyl-5-fluorobenzonitrile

: 945933-47-1
5-fluoro-3-(2-(2-(tert-butyldimethylsilyloxymethyl)thiazol-4-yl)ethynyl)benzonitrile

Guidance literature:: With triethylamine; copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In N,N-dimethyl-formamide; at 80 ℃; for 0.166667h;
DOI:10.1021/jm0701268

Reference yield: 20.0%

: 945933-46-0
2-(tert-butyldimethylsilyloxymethyl)-4-iodothiazole

: 914948-32-6
3-fluoro-5-(2-(trimethylsilyl)ethynyl)benzonitrile

: 945933-47-1
5-fluoro-3-(2-(2-(tert-butyldimethylsilyloxymethyl)thiazol-4-yl)ethynyl)benzonitrile

Guidance literature:: With triethylamine; copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In N,N-dimethyl-formamide; at 80 ℃; for 0.166667h;
DOI:10.1021/jm0701268

Reference yield:

: 18162-48-6
tert-butyldimethylsilyl chloride

: 945933-47-1
5-fluoro-3-(2-(2-(tert-butyldimethylsilyloxymethyl)thiazol-4-yl)ethynyl)benzonitrile

Guidance literature:: Multi-step reaction with 3 steps

1.1: imidazole / CH₂Cl₂ / 0.75 h / 25 °C

2.1: n-BuLi / diethyl ether; hexane / 0.42 h / -78 °C

2.2: tri-n-butyltin chloride / diethyl ether; hexane / -78 - 25 °C

2.3: 230 mg / I₂ / CHCl₃ / 0.42 h / 20 °C

3.1: 20 percent / Et₃N / Pd(PPh₃)4; CuI / dimethylformamide / 0.17 h / 80 °C

With 1H-imidazole; n-butyllithium; triethylamine; copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In diethyl ether; hexane; dichloromethane; N,N-dimethyl-formamide; 3.1: Sonogashira coupling;
DOI:10.1021/jm0701268