N-[3-({2-[(cyclopropylcarbonyl)amino]imidazo[1,2-a]pyridin-6-yl}oxy)phenyl]-1,3-dimethyl-1H-pyrazole-5-carboxamide

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Chemical Name:N-[3-({2-[(cyclopropylcarbonyl)amino]imidazo[1,2-a]pyridin-6-yl}oxy)phenyl]-1,3-dimethyl-1H-pyrazole-5-carboxamide
CAS No.:1092391-35-9
Molecular Formula:C₂₃H₂₂N₆O₃
Molecular Weight:430.466
Hs Code.:

Synonyms:N-[3-({2-[(cyclopropylcarbonyl)amino]imidazo[1,2-a]pyridin-6-yl}oxy)phenyl]-1,3-dimethyl-1H-pyrazole-5-carboxamide

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Chemical Property of N-[3-({2-[(cyclopropylcarbonyl)amino]imidazo[1,2-a]pyridin-6-yl}oxy)phenyl]-1,3-dimethyl-1H-pyrazole-5-carboxamide

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Purity/Quality:: 98% ^*data from raw suppliers

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Technology Process of N-[3-({2-[(cyclopropylcarbonyl)amino]imidazo[1,2-a]pyridin-6-yl}oxy)phenyl]-1,3-dimethyl-1H-pyrazole-5-carboxamide

There total 10 articles about N-[3-({2-[(cyclopropylcarbonyl)amino]imidazo[1,2-a]pyridin-6-yl}oxy)phenyl]-1,3-dimethyl-1H-pyrazole-5-carboxamide 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: 60.0%

: 1092391-34-8
N-{3-[(2-aminoimidazo[1,2-a]pyridin-6-yl)oxy]phenyl}-1,3-dimethyl-1H-pyrazole-5-carboxamide

: 4023-34-1
cyclopropanecarboxylic acid chloride

: 1092391-35-9
N-[3-({2-[(cyclopropylcarbonyl)amino]imidazo[1,2-a]pyridin-6-yl}oxy)phenyl]-1,3-dimethyl-1H-pyrazole-5-carboxamide

Guidance literature:: With triethylamine; In tetrahydrofuran; at 0 - 20 ℃; for 15h;
DOI:10.1016/j.bmc.2013.04.042

Reference yield:

: 554-84-7
meta-nitrophenol

: 1092391-35-9
N-[3-({2-[(cyclopropylcarbonyl)amino]imidazo[1,2-a]pyridin-6-yl}oxy)phenyl]-1,3-dimethyl-1H-pyrazole-5-carboxamide

Guidance literature:: Multi-step reaction with 8 steps

1.1: caesium carbonate / N,N-dimethyl-formamide / 15 h / 50 °C

2.1: palladium on activated charcoal; hydrogen / methanol / 12 h / 20 °C

3.1: pyridine / tetrahydrofuran / 2 h / 0 - 20 °C

4.1: pyridine; toluene-4-sulfonic acid / 15 h / 80 °C

5.1: N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 2 h / 20 °C

5.2: 15 h / 20 °C

6.1: dichloromethane / 2.5 h / 20 °C

7.1: sodium hydroxide / ethanol; water / 2 h / 40 °C

8.1: triethylamine / tetrahydrofuran / 15 h / 0 - 20 °C

With pyridine; palladium on activated charcoal; hydrogen; caesium carbonate; toluene-4-sulfonic acid; triethylamine; N-ethyl-N,N-diisopropylamine; sodium hydroxide; In tetrahydrofuran; methanol; ethanol; dichloromethane; water; N,N-dimethyl-formamide;
DOI:10.1016/j.bmc.2013.04.042

Reference yield:

: 39856-50-3
5-bromo2-nitropyridine

: 1092391-35-9
N-[3-({2-[(cyclopropylcarbonyl)amino]imidazo[1,2-a]pyridin-6-yl}oxy)phenyl]-1,3-dimethyl-1H-pyrazole-5-carboxamide

Guidance literature:: Multi-step reaction with 8 steps

1.1: caesium carbonate / N,N-dimethyl-formamide / 15 h / 50 °C

2.1: palladium on activated charcoal; hydrogen / methanol / 12 h / 20 °C

3.1: pyridine / tetrahydrofuran / 2 h / 0 - 20 °C

4.1: pyridine; toluene-4-sulfonic acid / 15 h / 80 °C

5.1: N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 2 h / 20 °C

5.2: 15 h / 20 °C

6.1: dichloromethane / 2.5 h / 20 °C

7.1: sodium hydroxide / ethanol; water / 2 h / 40 °C

8.1: triethylamine / tetrahydrofuran / 15 h / 0 - 20 °C

With pyridine; palladium on activated charcoal; hydrogen; caesium carbonate; toluene-4-sulfonic acid; triethylamine; N-ethyl-N,N-diisopropylamine; sodium hydroxide; In tetrahydrofuran; methanol; ethanol; dichloromethane; water; N,N-dimethyl-formamide;
DOI:10.1016/j.bmc.2013.04.042