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

Base Information

Chemical Name:1-{5-[8-(3-chloro-phenyl)-2-methyl-imidazo[1,2-a]pyridin-6-ylmethyl]-pyridin-2-yl}-azetidine-2-carboxylic acid
CAS No.:1227243-20-0
Molecular Formula:C₂₄H₂₁ClN₄O₂
Molecular Weight:432.909
Hs Code.:

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

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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}-azetidine-2-carboxylic acid

Chemical Property:

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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}-azetidine-2-carboxylic acid

There total 6 articles about 1-{5-[8-(3-chloro-phenyl)-2-methyl-imidazo[1,2-a]pyridin-6-ylmethyl]-pyridin-2-yl}-azetidine-2-carboxylic acid 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: 48.0%

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

: 2517-04-6,20063-89-2
Azetidine-2-carboxylic acid

: 1227243-20-0
1-{5-[8-(3-chloro-phenyl)-2-methyl-imidazo[1,2-a]pyridin-6-ylmethyl]-pyridin-2-yl}-azetidine-2-carboxylic acid

Guidance literature:: With 1,8-diazabicyclo[5.4.0]undec-7-ene; at 150 ℃; for 1h;

Reference yield:

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

: 1227243-20-0
1-{5-[8-(3-chloro-phenyl)-2-methyl-imidazo[1,2-a]pyridin-6-ylmethyl]-pyridin-2-yl}-azetidine-2-carboxylic acid

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: 1,8-diazabicyclo[5.4.0]undec-7-ene / 1 h / 150 °C

With sodium hydride; diisobutylaluminium hydride; sodium carbonate; potassium carbonate; 1,8-diazabicyclo[5.4.0]undec-7-ene; 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:

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

: 1227243-20-0
1-{5-[8-(3-chloro-phenyl)-2-methyl-imidazo[1,2-a]pyridin-6-ylmethyl]-pyridin-2-yl}-azetidine-2-carboxylic acid

Guidance literature:: Multi-step reaction with 3 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: 1,8-diazabicyclo[5.4.0]undec-7-ene / 1 h / 150 °C

With sodium hydride; potassium carbonate; 1,8-diazabicyclo[5.4.0]undec-7-ene; bis(η3-allyl-μ-chloropalladium(II)); 1,5-bis-(diphenylphosphino)pentane; In tetrahydrofuran; N,N-dimethyl-formamide; mineral oil;