N-{4-[4-chloro-6-({3-[5-((diethylamino)methyl)-1H-benzo[d]imidazol-2-yl]-1H-pyrazol-4-yl}amino)pyrimidin-2-ylthio]phenyl}cyclopropanecarboxamide

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Chemical Name:N-{4-[4-chloro-6-({3-[5-((diethylamino)methyl)-1H-benzo[d]imidazol-2-yl]-1H-pyrazol-4-yl}amino)pyrimidin-2-ylthio]phenyl}cyclopropanecarboxamide
CAS No.:1254229-39-4
Molecular Formula:C₂₉H₃₀ClN₉OS
Molecular Weight:588.136
Hs Code.:

Synonyms:N-{4-[4-chloro-6-({3-[5-((diethylamino)methyl)-1H-benzo[d]imidazol-2-yl]-1H-pyrazol-4-yl}amino)pyrimidin-2-ylthio]phenyl}cyclopropanecarboxamide

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Chemical Property of N-{4-[4-chloro-6-({3-[5-((diethylamino)methyl)-1H-benzo[d]imidazol-2-yl]-1H-pyrazol-4-yl}amino)pyrimidin-2-ylthio]phenyl}cyclopropanecarboxamide

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Technology Process of N-{4-[4-chloro-6-({3-[5-((diethylamino)methyl)-1H-benzo[d]imidazol-2-yl]-1H-pyrazol-4-yl}amino)pyrimidin-2-ylthio]phenyl}cyclopropanecarboxamide

There total 7 articles about N-{4-[4-chloro-6-({3-[5-((diethylamino)methyl)-1H-benzo[d]imidazol-2-yl]-1H-pyrazol-4-yl}amino)pyrimidin-2-ylthio]phenyl}cyclopropanecarboxamide 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: 13.1%

: 1254229-53-2
C₁₅H₂₀N₆

: C₁₄H₁₂ClN₃OS

: 1254229-39-4
N-{4-[4-chloro-6-({3-[5-((diethylamino)methyl)-1H-benzo[d]imidazol-2-yl]-1H-pyrazol-4-yl}amino)pyrimidin-2-ylthio]phenyl}cyclopropanecarboxamide

Guidance literature:: With N-ethyl-N,N-diisopropylamine; potassium iodide; In N,N-dimethyl-formamide; at 90 ℃; for 4h;
DOI:10.1016/j.bmcl.2013.04.039

Reference yield:

: 67476-33-9
4-(N,N-diethylcarbamoyl)-1,2-dinitrobenzene

: 1254229-39-4
N-{4-[4-chloro-6-({3-[5-((diethylamino)methyl)-1H-benzo[d]imidazol-2-yl]-1H-pyrazol-4-yl}amino)pyrimidin-2-ylthio]phenyl}cyclopropanecarboxamide

Guidance literature:: Multi-step reaction with 5 steps

1.1: sodium tetrahydroborate; boron trifluoride diethyl etherate / tetrahydrofuran / 0 - 20 °C / Inert atmosphere

1.2: 0 °C / Reflux

2.1: 5%-palladium/activated carbon; hydrogen / ethanol / 2 h / 20 °C

3.1: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; benzotriazol-1-ol / N,N-dimethyl-formamide / 24 h / 20 °C

3.2: 3 h / Reflux

4.1: 5%-palladium/activated carbon; hydrogen / ethanol / 48 h / 20 °C

5.1: potassium iodide; N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 4 h / 90 °C

With sodium tetrahydroborate; 5%-palladium/activated carbon; boron trifluoride diethyl etherate; hydrogen; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; potassium iodide; In tetrahydrofuran; ethanol; N,N-dimethyl-formamide;
DOI:10.1016/j.bmcl.2013.04.039

Reference yield:

: 24376-18-9
3,4-dinitrobenzoyl chloride

: 1254229-39-4
N-{4-[4-chloro-6-({3-[5-((diethylamino)methyl)-1H-benzo[d]imidazol-2-yl]-1H-pyrazol-4-yl}amino)pyrimidin-2-ylthio]phenyl}cyclopropanecarboxamide

Guidance literature:: Multi-step reaction with 6 steps

1.1: triethylamine / tetrahydrofuran / 2 h / 0 - 5 °C

1.2: 10 - 20 °C

2.1: sodium tetrahydroborate; boron trifluoride diethyl etherate / tetrahydrofuran / 0 - 20 °C / Inert atmosphere

2.2: 0 °C / Reflux

3.1: 5%-palladium/activated carbon; hydrogen / ethanol / 2 h / 20 °C

4.1: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; benzotriazol-1-ol / N,N-dimethyl-formamide / 24 h / 20 °C

4.2: 3 h / Reflux

5.1: 5%-palladium/activated carbon; hydrogen / ethanol / 48 h / 20 °C

6.1: potassium iodide; N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 4 h / 90 °C

With sodium tetrahydroborate; 5%-palladium/activated carbon; boron trifluoride diethyl etherate; hydrogen; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; N-ethyl-N,N-diisopropylamine; potassium iodide; In tetrahydrofuran; ethanol; N,N-dimethyl-formamide;
DOI:10.1016/j.bmcl.2013.04.039