1-(4-N,N-dimetylphenylethynyl)-3-(4-trifluoromethylphenylethynyl)imidazo[1,5-a]pyridine

Base Information

Chemical Name:1-(4-N,N-dimetylphenylethynyl)-3-(4-trifluoromethylphenylethynyl)imidazo[1,5-a]pyridine
CAS No.:1379574-62-5
Molecular Formula:C₂₆H₁₈F₃N₃
Molecular Weight:429.444
Hs Code.:

Synonyms:1-(4-N,N-dimetylphenylethynyl)-3-(4-trifluoromethylphenylethynyl)imidazo[1,5-a]pyridine

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Chemical Property of 1-(4-N,N-dimetylphenylethynyl)-3-(4-trifluoromethylphenylethynyl)imidazo[1,5-a]pyridine

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Technology Process of 1-(4-N,N-dimetylphenylethynyl)-3-(4-trifluoromethylphenylethynyl)imidazo[1,5-a]pyridine

There total 3 articles about 1-(4-N,N-dimetylphenylethynyl)-3-(4-trifluoromethylphenylethynyl)imidazo[1,5-a]pyridine 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: 7.0%

: 705-31-7
4-trifluoromethylphenylacetylene

: 1379574-53-4
1-(4-N,N-dimethylphenylethynyl)imidazo[1,5-a]pyridine

: 1379574-62-5
1-(4-N,N-dimetylphenylethynyl)-3-(4-trifluoromethylphenylethynyl)imidazo[1,5-a]pyridine

: 151362-06-0
1,4-bis[4-(trifluoromethyl)phenyl]buta-1,3-diyne

Guidance literature:: With palladium diacetate; acetic acid; silver carbonate; In dimethyl sulfoxide; N,N-dimethyl-formamide; at 120 ℃; for 3h; Inert atmosphere;
DOI:10.1021/jo3008385

Reference yield:

: 274-47-5
imidazo[1,5-a]pyridine

: 1379574-62-5
1-(4-N,N-dimetylphenylethynyl)-3-(4-trifluoromethylphenylethynyl)imidazo[1,5-a]pyridine

Guidance literature:: Multi-step reaction with 3 steps

1: N-Bromosuccinimide / dichloromethane / 1.5 h / -78 - 20 °C / Inert atmosphere

2: copper(l) iodide; bis(benzonitrile)palladium(II) dichloride; N-ethyl-N,N-diisopropylamine; tri-t-butylphosphonium tetraphenylborate complex / acetonitrile / 24 h / 60 °C / Inert atmosphere

3: palladium diacetate; acetic acid; silver carbonate / dimethyl sulfoxide; N,N-dimethyl-formamide / 3 h / 120 °C / Inert atmosphere

With N-Bromosuccinimide; copper(l) iodide; bis(benzonitrile)palladium(II) dichloride; palladium diacetate; acetic acid; N-ethyl-N,N-diisopropylamine; silver carbonate; tri-t-butylphosphonium tetraphenylborate complex; In dichloromethane; dimethyl sulfoxide; N,N-dimethyl-formamide; acetonitrile; 2: Sonogashira coupling;
DOI:10.1021/jo3008385

Reference yield:

: 885275-80-9
1-bromoimidazo[1,5-a]pyridine

: 17573-94-3,752235-18-0
4-ethynyl-N,N-dimethylaniline

: 1379574-62-5
1-(4-N,N-dimetylphenylethynyl)-3-(4-trifluoromethylphenylethynyl)imidazo[1,5-a]pyridine

: 151362-06-0
1,4-bis[4-(trifluoromethyl)phenyl]buta-1,3-diyne

Guidance literature:: Multi-step reaction with 2 steps

1: copper(l) iodide; bis(benzonitrile)palladium(II) dichloride; N-ethyl-N,N-diisopropylamine; tri-t-butylphosphonium tetraphenylborate complex / acetonitrile / 24 h / 60 °C / Inert atmosphere

2: palladium diacetate; acetic acid; silver carbonate / dimethyl sulfoxide; N,N-dimethyl-formamide / 3 h / 120 °C / Inert atmosphere

With copper(l) iodide; bis(benzonitrile)palladium(II) dichloride; palladium diacetate; acetic acid; N-ethyl-N,N-diisopropylamine; silver carbonate; tri-t-butylphosphonium tetraphenylborate complex; In dimethyl sulfoxide; N,N-dimethyl-formamide; acetonitrile; 1: Sonogashira coupling;
DOI:10.1021/jo3008385