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

Base Information

Chemical Name:{5-[8-(3-chloro-phenyl)-2-methyl-imidazo[1,2-a]pyridin-6-ylmethyl]-pyridin-2-yl}-carbamic acid ethyl ester
CAS No.:1227243-18-6
Molecular Formula:C₂₃H₂₁ClN₄O₂
Molecular Weight:420.898
Hs Code.:

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

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

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

There total 6 articles about {5-[8-(3-chloro-phenyl)-2-methyl-imidazo[1,2-a]pyridin-6-ylmethyl]-pyridin-2-yl}-carbamic acid ethyl ester 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:

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

: 1227243-18-6
{5-[8-(3-chloro-phenyl)-2-methyl-imidazo[1,2-a]pyridin-6-ylmethyl]-pyridin-2-yl}-carbamic acid ethyl ester

Guidance literature:: Multi-step reaction with 7 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: N-ethyl-N,N-diisopropylamine / dichloromethane / 20 °C

7.1: water; sodium hydroxide / ethanol / 4 h / 20 °C

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

Reference yield:

: 1227164-98-8
[8-(3-chloro-phenyl)-2-methyl-imidazo[1,2-a]pyridin-6-yl]-methanol

: 1227243-18-6
{5-[8-(3-chloro-phenyl)-2-methyl-imidazo[1,2-a]pyridin-6-ylmethyl]-pyridin-2-yl}-carbamic acid ethyl ester

Guidance literature:: Multi-step reaction with 4 steps

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

1.2: 20 °C / Inert atmosphere

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

3.1: N-ethyl-N,N-diisopropylamine / dichloromethane / 20 °C

4.1: water; sodium hydroxide / ethanol / 4 h / 20 °C

With water; sodium hydride; potassium carbonate; N-ethyl-N,N-diisopropylamine; sodium hydroxide; bis(η3-allyl-μ-chloropalladium(II)); 1,5-bis-(diphenylphosphino)pentane; In tetrahydrofuran; ethanol; dichloromethane; N,N-dimethyl-formamide; mineral oil;

Reference yield:

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

: 1227243-18-6
{5-[8-(3-chloro-phenyl)-2-methyl-imidazo[1,2-a]pyridin-6-ylmethyl]-pyridin-2-yl}-carbamic acid ethyl ester

Guidance literature:: Multi-step reaction with 6 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

5.1: N-ethyl-N,N-diisopropylamine / dichloromethane / 20 °C

6.1: water; sodium hydroxide / ethanol / 4 h / 20 °C

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