ethyl 7-(4-methoxyphenyl)-8-(p-tolylethynyl)imidazo[1,2-a]pyridine-2-carboxylate

Base Information

Chemical Name:ethyl 7-(4-methoxyphenyl)-8-(p-tolylethynyl)imidazo[1,2-a]pyridine-2-carboxylate
CAS No.:1414371-15-5
Molecular Formula:C₂₆H₂₂N₂O₃
Molecular Weight:410.472
Hs Code.:

Synonyms:ethyl 7-(4-methoxyphenyl)-8-(p-tolylethynyl)imidazo[1,2-a]pyridine-2-carboxylate

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Chemical Property of ethyl 7-(4-methoxyphenyl)-8-(p-tolylethynyl)imidazo[1,2-a]pyridine-2-carboxylate

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Technology Process of ethyl 7-(4-methoxyphenyl)-8-(p-tolylethynyl)imidazo[1,2-a]pyridine-2-carboxylate

There total 7 articles about ethyl 7-(4-methoxyphenyl)-8-(p-tolylethynyl)imidazo[1,2-a]pyridine-2-carboxylate 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: 69.0%

: 1414370-82-3
ethyl 7-chloro-8-(p-tolylethynyl)imidazo[1,2-a]pyridine-2-carboxylate

: 5720-07-0
4-methoxyphenylboronic acid

: 1414371-15-5
ethyl 7-(4-methoxyphenyl)-8-(p-tolylethynyl)imidazo[1,2-a]pyridine-2-carboxylate

Guidance literature:: With tetrakis(triphenylphosphine) palladium⁽⁰⁾; sodium carbonate; In 1,2-dimethoxyethane; at 120 ℃; for 0.25h; Microwave irradiation;
DOI:10.3390/molecules170910683

Reference yield:

: 1331823-97-2
ethyl 7-chloro-8-iodoimidazo[1,2-a]pyridine-2-carboxylate

: 1414371-15-5
ethyl 7-(4-methoxyphenyl)-8-(p-tolylethynyl)imidazo[1,2-a]pyridine-2-carboxylate

Guidance literature:: Multi-step reaction with 2 steps

1: copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; triethylamine; tricyclohexylphosphine tetrafluoroborate / N,N-dimethyl-formamide / 0.5 h / 90 °C / Microwave irradiation

2: tetrakis(triphenylphosphine) palladium⁽⁰⁾; sodium carbonate / 1,2-dimethoxyethane / 0.25 h / 120 °C / Microwave irradiation

With copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; sodium carbonate; triethylamine; tricyclohexylphosphine tetrafluoroborate; In 1,2-dimethoxyethane; N,N-dimethyl-formamide; 1: |Sonogashira Cross-Coupling / 2: |Suzuki-Miyaura Coupling;
DOI:10.3390/molecules170910683

Reference yield:

: 130721-78-7
tert-butyl (4-chloropyridin-2-yl) carbamate

: 1414371-15-5
ethyl 7-(4-methoxyphenyl)-8-(p-tolylethynyl)imidazo[1,2-a]pyridine-2-carboxylate

Guidance literature:: Multi-step reaction with 5 steps

1.1: n-butyllithium; N,N,N,N,-tetramethylethylenediamine / tetrahydrofuran; hexane / 1.5 h / -70 °C / Inert atmosphere

1.2: 0.5 h / -78 °C / Inert atmosphere

2.1: hydrogen bromide / 0.17 h / 100 °C

3.1: 1,2-dimethoxyethane / 20 °C

3.2: 2 h / 78 °C

4.1: copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; triethylamine; tricyclohexylphosphine tetrafluoroborate / N,N-dimethyl-formamide / 0.5 h / 90 °C / Microwave irradiation

5.1: tetrakis(triphenylphosphine) palladium⁽⁰⁾; sodium carbonate / 1,2-dimethoxyethane / 0.25 h / 120 °C / Microwave irradiation

With copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; n-butyllithium; N,N,N,N,-tetramethylethylenediamine; hydrogen bromide; sodium carbonate; triethylamine; tricyclohexylphosphine tetrafluoroborate; In tetrahydrofuran; 1,2-dimethoxyethane; hexane; N,N-dimethyl-formamide; 4.1: |Sonogashira Cross-Coupling / 5.1: |Suzuki-Miyaura Coupling;
DOI:10.3390/molecules170910683