8-(3-chloro-phenyl)-6-(6-fluoro-pyridin-3-ylmethyl)-2-methyl-imidazo[1,2-a]pyridine

Base Information

Chemical Name:8-(3-chloro-phenyl)-6-(6-fluoro-pyridin-3-ylmethyl)-2-methyl-imidazo[1,2-a]pyridine
CAS No.:1227243-19-7
Molecular Formula:C₂₀H₁₅ClFN₃
Molecular Weight:351.811
Hs Code.:

Synonyms:8-(3-chloro-phenyl)-6-(6-fluoro-pyridin-3-ylmethyl)-2-methyl-imidazo[1,2-a]pyridine

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Chemical Property of 8-(3-chloro-phenyl)-6-(6-fluoro-pyridin-3-ylmethyl)-2-methyl-imidazo[1,2-a]pyridine

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Technology Process of 8-(3-chloro-phenyl)-6-(6-fluoro-pyridin-3-ylmethyl)-2-methyl-imidazo[1,2-a]pyridine

There total 6 articles about 8-(3-chloro-phenyl)-6-(6-fluoro-pyridin-3-ylmethyl)-2-methyl-imidazo[1,2-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: 62.0%

: 1227165-17-4
carbonic acid 8-(3-chloro-phenyl)-2-methyl-imidazo[1,2-a]pyridin-6-ylmethyl ester methyl ester

: 351019-18-6
(6-fluoropyridin-3-yl)boronic acid

: 1227243-19-7
8-(3-chloro-phenyl)-6-(6-fluoro-pyridin-3-ylmethyl)-2-methyl-imidazo[1,2-a]pyridine

Guidance literature:: With potassium carbonate; bis(η3-allyl-μ-chloropalladium(II)); 1,5-bis-(diphenylphosphino)pentane; In N,N-dimethyl-formamide; at 90 ℃; for 2h;

Reference yield:

: 180340-70-9
methyl 6-amino-5-bromopyridine-3-carboxylate

: 1227243-19-7
8-(3-chloro-phenyl)-6-(6-fluoro-pyridin-3-ylmethyl)-2-methyl-imidazo[1,2-a]pyridine

Guidance literature:: Multi-step reaction with 5 steps

1.1: sodium carbonate / tetrakis(triphenylphosphine) palladium⁽⁰⁾ / ethanol; water; toluene / 6 h / 100 °C / Inert atmosphere

2.1: 3 h / 160 °C / Microwave irradiation

3.1: diisobutylaluminium hydride / tetrahydrofuran; hexane / -78 - 20 °C / Inert atmosphere

3.2: 0.33 h / 20 °C / Cooling with ice; Acidic aqueous solution

3.3: pH 8 - 9

4.1: sodium hydride / tetrahydrofuran; mineral oil / 0.33 h / -10 - 20 °C

4.2: 20 °C / Inert atmosphere

5.1: potassium carbonate / bis(η3-allyl-μ-chloropalladium(II)); 1,5-bis-(diphenylphosphino)pentane / N,N-dimethyl-formamide / 2 h / 90 °C

With sodium hydride; diisobutylaluminium hydride; sodium carbonate; potassium carbonate; tetrakis(triphenylphosphine) palladium⁽⁰⁾; bis(η3-allyl-μ-chloropalladium(II)); 1,5-bis-(diphenylphosphino)pentane; In tetrahydrofuran; ethanol; hexane; water; N,N-dimethyl-formamide; toluene; mineral oil;

Reference yield:

: 1227164-91-1
6-amino-5-(3-chloro-phenyl)-nicotinic acid methyl ester

: 1227243-19-7
8-(3-chloro-phenyl)-6-(6-fluoro-pyridin-3-ylmethyl)-2-methyl-imidazo[1,2-a]pyridine

Guidance literature:: Multi-step reaction with 4 steps

1.1: 3 h / 160 °C / Microwave irradiation

2.1: diisobutylaluminium hydride / tetrahydrofuran; hexane / -78 - 20 °C / Inert atmosphere

2.2: 0.33 h / 20 °C / Cooling with ice; Acidic aqueous solution

2.3: pH 8 - 9

3.1: sodium hydride / tetrahydrofuran; mineral oil / 0.33 h / -10 - 20 °C

3.2: 20 °C / Inert atmosphere

4.1: potassium carbonate / bis(η3-allyl-μ-chloropalladium(II)); 1,5-bis-(diphenylphosphino)pentane / N,N-dimethyl-formamide / 2 h / 90 °C

With sodium hydride; diisobutylaluminium hydride; potassium carbonate; bis(η3-allyl-μ-chloropalladium(II)); 1,5-bis-(diphenylphosphino)pentane; In tetrahydrofuran; hexane; N,N-dimethyl-formamide; mineral oil;