1-{5-[8-(3-chloro-phenyl)-2-methyl-imidazo[1,2-a]pyridin-6-ylmethyl]-pyridin-2-yl}-ethanone

Base Information

Chemical Name:1-{5-[8-(3-chloro-phenyl)-2-methyl-imidazo[1,2-a]pyridin-6-ylmethyl]-pyridin-2-yl}-ethanone
CAS No.:1227243-15-3
Molecular Formula:C₂₂H₁₈ClN₃O
Molecular Weight:375.857
Hs Code.:

Synonyms:1-{5-[8-(3-chloro-phenyl)-2-methyl-imidazo[1,2-a]pyridin-6-ylmethyl]-pyridin-2-yl}-ethanone

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Chemical Property of 1-{5-[8-(3-chloro-phenyl)-2-methyl-imidazo[1,2-a]pyridin-6-ylmethyl]-pyridin-2-yl}-ethanone

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Technology Process of 1-{5-[8-(3-chloro-phenyl)-2-methyl-imidazo[1,2-a]pyridin-6-ylmethyl]-pyridin-2-yl}-ethanone

There total 8 articles about 1-{5-[8-(3-chloro-phenyl)-2-methyl-imidazo[1,2-a]pyridin-6-ylmethyl]-pyridin-2-yl}-ethanone 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: 37.0%

: 1227243-13-1
5-[8-(3-chloro-phenyl)-2-methyl-imidazo[1,2-a]pyridin-6-ylmethyl]-pyridine-2-carboxylic acid methyl ester

: 75-16-1
methylmagnesium bromide

: 1227243-15-3
1-{5-[8-(3-chloro-phenyl)-2-methyl-imidazo[1,2-a]pyridin-6-ylmethyl]-pyridin-2-yl}-ethanone

: 1227243-14-2
2-{5-[8-(3-chloro-phenyl)-2-methyl-imidazo[1,2-a]pyridin-6-ylmethyl]-pyridin-2-yl}-propan-2-ol

Guidance literature:: 5-[8-(3-chloro-phenyl)-2-methyl-imidazo[1,2-a]pyridin-6-ylmethyl]-pyridine-2-carboxylic acid methyl ester; methylmagnesium bromide; In tetrahydrofuran; diethyl ether; at -10 - 20 ℃;

With water; In tetrahydrofuran; diethyl ether;

Reference yield: 37.0%

: 5-[8-(3-chloro-phenyl)-2-methyl-imidazo[1,2-a]pyridin-6-ylmethyl]-pyridine-2-carboxylic acid methyl ester hydrochloride

: 75-16-1
methylmagnesium bromide

: 1227243-15-3
1-{5-[8-(3-chloro-phenyl)-2-methyl-imidazo[1,2-a]pyridin-6-ylmethyl]-pyridin-2-yl}-ethanone

: 1227243-14-2
2-{5-[8-(3-chloro-phenyl)-2-methyl-imidazo[1,2-a]pyridin-6-ylmethyl]-pyridin-2-yl}-propan-2-ol

Guidance literature:: In tetrahydrofuran; diethyl ether; at -10 - 20 ℃;

Reference yield:

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

: 1227243-15-3
1-{5-[8-(3-chloro-phenyl)-2-methyl-imidazo[1,2-a]pyridin-6-ylmethyl]-pyridin-2-yl}-ethanone

Guidance literature:: Multi-step reaction with 6 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

6.1: tetrahydrofuran; diethyl ether / -10 - 20 °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; diethyl ether; ethanol; hexane; water; N,N-dimethyl-formamide; toluene; mineral oil;