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

Base Information

Chemical Name:(1S,2S)-2-(4-{5-[(5-chloropyridin-2-yl)thio]-1-methyl-1H-imidazol-4-yl}phenyl)-N-(2-fluoroethyl)cyclopropanecarboxamide
CAS No.:1242441-31-1
Molecular Formula:C₂₁H₂₀ClFN₄OS
Molecular Weight:430.933
Hs Code.:

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

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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)cyclopropanecarboxamide

Chemical Property:

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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)cyclopropanecarboxamide

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)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:

: 1242441-07-1
(1S,2S)-2-(4-{5-[(5-chloropyridin-2-yl)thio]-1-methyl-1H-imidazol-4-yl}phenyl)cyclopropanecarboxylic acid

: 460-08-2
2-fluoroethylamine hydrochloride

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

Guidance literature:: With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; 1,4-dioxane; at 80 ℃; for 0.5h;
DOI:10.1021/ml4000996

Reference yield:

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

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

Guidance literature:: Multi-step reaction with 5 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

With N-iodo-succinimide; copper(l) iodide; ethylmagnesium bromide; water; 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; isopropyl alcohol; acetonitrile;
DOI:10.1021/ml4000996

Reference yield:

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

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

Guidance literature:: Multi-step reaction with 3 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

With copper(l) iodide; water; 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; isopropyl alcohol; acetonitrile;
DOI:10.1021/ml4000996