(1S,2S)-2-(4-{5-[(5-chloropyridin-2-yl)thio]-1-methyl-1H-imidazol-4-yl}phenyl)-N-(2-fluoroethyl)-N-methylcyclopropanecarboxamide

Base Information

Chemical Name:(1S,2S)-2-(4-{5-[(5-chloropyridin-2-yl)thio]-1-methyl-1H-imidazol-4-yl}phenyl)-N-(2-fluoroethyl)-N-methylcyclopropanecarboxamide
CAS No.:1242441-32-2
Molecular Formula:C₂₂H₂₂ClFN₄OS
Molecular Weight:444.96
Hs Code.:

Synonyms:(1S,2S)-2-(4-{5-[(5-chloropyridin-2-yl)thio]-1-methyl-1H-imidazol-4-yl}phenyl)-N-(2-fluoroethyl)-N-methylcyclopropanecarboxamide

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Chemical Property of (1S,2S)-2-(4-{5-[(5-chloropyridin-2-yl)thio]-1-methyl-1H-imidazol-4-yl}phenyl)-N-(2-fluoroethyl)-N-methylcyclopropanecarboxamide

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Technology Process of (1S,2S)-2-(4-{5-[(5-chloropyridin-2-yl)thio]-1-methyl-1H-imidazol-4-yl}phenyl)-N-(2-fluoroethyl)-N-methylcyclopropanecarboxamide

There total 9 articles about (1S,2S)-2-(4-{5-[(5-chloropyridin-2-yl)thio]-1-methyl-1H-imidazol-4-yl}phenyl)-N-(2-fluoroethyl)-N-methylcyclopropanecarboxamide 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:

: 1242441-31-1
(1S,2S)-2-(4-{5-[(5-chloropyridin-2-yl)thio]-1-methyl-1H-imidazol-4-yl}phenyl)-N-(2-fluoroethyl)cyclopropanecarboxamide

: 74-88-4
methyl iodide

: 1242441-32-2
(1S,2S)-2-(4-{5-[(5-chloropyridin-2-yl)thio]-1-methyl-1H-imidazol-4-yl}phenyl)-N-(2-fluoroethyl)-N-methylcyclopropanecarboxamide

Guidance literature:: With sodium hydride; In N,N-dimethyl-formamide; mineral oil; at 20 ℃; for 0.5h;

Reference yield:

: 875479-34-8
ethyl trans-2-(4-bromophenyl)cyclopropane-1-carboxylate

: 1242441-32-2
(1S,2S)-2-(4-{5-[(5-chloropyridin-2-yl)thio]-1-methyl-1H-imidazol-4-yl}phenyl)-N-(2-fluoroethyl)-N-methylcyclopropanecarboxamide

Guidance literature:: Multi-step reaction with 6 steps

1.1: ethylmagnesium bromide; zinc(II) chloride / diethyl ether; tetrahydrofuran / 1 h / 20 °C

1.2: 4 h / Reflux

2.1: N-iodo-succinimide / dichloromethane / 16 h / 20 °C

3.1: potassium carbonate; copper(l) iodide / isopropyl alcohol / 16 h / 80 °C / Inert atmosphere

4.1: potassium hydroxide; water / acetonitrile / 0.75 h / 85 °C

5.1: benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine / tetrahydrofuran; 1,4-dioxane / 0.5 h / 80 °C

6.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 0.5 h / 20 °C

With N-iodo-succinimide; copper(l) iodide; ethylmagnesium bromide; water; sodium hydride; potassium carbonate; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; potassium hydroxide; zinc(II) chloride; In tetrahydrofuran; 1,4-dioxane; diethyl ether; dichloromethane; N,N-dimethyl-formamide; isopropyl alcohol; acetonitrile; mineral oil;
DOI:10.1021/ml4000996

Reference yield:

: 40771-41-3
2-mercapto-5-chloro-pyridine

: 1242441-32-2
(1S,2S)-2-(4-{5-[(5-chloropyridin-2-yl)thio]-1-methyl-1H-imidazol-4-yl}phenyl)-N-(2-fluoroethyl)-N-methylcyclopropanecarboxamide

Guidance literature:: Multi-step reaction with 4 steps

1: potassium carbonate; copper(l) iodide / isopropyl alcohol / 16 h / 80 °C / Inert atmosphere

2: potassium hydroxide; water / acetonitrile / 0.75 h / 85 °C

3: benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine / tetrahydrofuran; 1,4-dioxane / 0.5 h / 80 °C

4: sodium hydride / N,N-dimethyl-formamide; mineral oil / 0.5 h / 20 °C

With copper(l) iodide; water; sodium hydride; potassium carbonate; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; potassium hydroxide; In tetrahydrofuran; 1,4-dioxane; N,N-dimethyl-formamide; isopropyl alcohol; acetonitrile; mineral oil;
DOI:10.1021/ml4000996