[³H]-(1S,2S)-2-(4-{5-[(5-chloropyridin-2-yl)thio]-1-methyl-1H-imidazol-4-yl}phenyl)-N,Ndimethylcyclopropanecarboxamide

Base Information

• Chemical Name: [³H]-(1S,2S)-2-(4-{5-[(5-chloropyridin-2-yl)thio]-1-methyl-1H-imidazol-4-yl}phenyl)-N,Ndimethylcyclopropanecarboxamide
• CAS No.: 1242441-56-0
• Molecular Formula: C₂₁H₂₁ClN₄OS
• Molecular Weight: 418.919

Synonyms:[³H]-(1S,2S)-2-(4-{5-[(5-chloropyridin-2-yl)thio]-1-methyl-1H-imidazol-4-yl}phenyl)-N,Ndimethylcyclopropanecarboxamide

Chemical Property of [³H]-(1S,2S)-2-(4-{5-[(5-chloropyridin-2-yl)thio]-1-methyl-1H-imidazol-4-yl}phenyl)-N,Ndimethylcyclopropanecarboxamide

Chemical Property:

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Technology Process of [³H]-(1S,2S)-2-(4-{5-[(5-chloropyridin-2-yl)thio]-1-methyl-1H-imidazol-4-yl}phenyl)-N,Ndimethylcyclopropanecarboxamide

There total 9 articles about [³H]-(1S,2S)-2-(4-{5-[(5-chloropyridin-2-yl)thio]-1-methyl-1H-imidazol-4-yl}phenyl)-N,Ndimethylcyclopropanecarboxamide 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:

(1S,2S)-2-(4-(5-((5-chloropyridin-2-yl)thio)-1H-imidazol-4-yl)phenyl)-N,Ndimethylcyclopropanecarboxamide (1242441-47-9) + [3H]methyl iodide (50630-93-8) → [3H]-(1S,2S)-2-(4-{5-[(5-chloropyridin-2-yl)thio]-1-methyl-1H-imidazol-4-yl}phenyl)-N,Ndimethylcyclopropanecarboxamide (1242441-56-0)

Guidance literature:

With caesium carbonate; In N,N-dimethyl-formamide; for 2h;

Reference yield:

ethyl trans-2-(4-bromophenyl)cyclopropane-1-carboxylate (875479-34-8) → [3H]-(1S,2S)-2-(4-{5-[(5-chloropyridin-2-yl)thio]-1-methyl-1H-imidazol-4-yl}phenyl)-N,Ndimethylcyclopropanecarboxamide (1242441-56-0)

Guidance literature:

Multi-step reaction with 6 steps

1.1: ethylmagnesium bromide / diethyl ether; tetrahydrofuran / 0.5 h / 20 °C

1.2: 1 h / 20 °C

1.3: 4 h / Reflux

2.1: hydrogenchloride / methanol / 2 h / Reflux

3.1: potassium carbonate; copper(l) iodide; 1,10-Phenanthroline / dimethyl sulfoxide / 4 h / 100 °C / Inert atmosphere

4.1: potassium hydroxide; water / acetonitrile / 0.5 h / 80 °C

5.1: benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine / tetrahydrofuran; N,N-dimethyl-formamide / 80 °C

6.1: caesium carbonate / N,N-dimethyl-formamide / 2 h

With hydrogenchloride; copper(l) iodide; 1,10-Phenanthroline; ethylmagnesium bromide; water; potassium carbonate; benzotriazol-1-ol; caesium carbonate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; potassium hydroxide; In tetrahydrofuran; methanol; diethyl ether; dimethyl sulfoxide; N,N-dimethyl-formamide; acetonitrile;

DOI:10.1021/ml4000996

Reference yield:

(1S,2S)-ethyl 2-(4-(1-trityl-1H-imidazol-4-yl)phenyl)cyclopropanecarboxylate (1242440-99-8) → [3H]-(1S,2S)-2-(4-{5-[(5-chloropyridin-2-yl)thio]-1-methyl-1H-imidazol-4-yl}phenyl)-N,Ndimethylcyclopropanecarboxamide (1242441-56-0)

Guidance literature:

Multi-step reaction with 5 steps

1: hydrogenchloride / methanol / 2 h / Reflux

2: potassium carbonate; copper(l) iodide; 1,10-Phenanthroline / dimethyl sulfoxide / 4 h / 100 °C / Inert atmosphere

3: potassium hydroxide; water / acetonitrile / 0.5 h / 80 °C

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

5: caesium carbonate / N,N-dimethyl-formamide / 2 h

With hydrogenchloride; copper(l) iodide; 1,10-Phenanthroline; water; potassium carbonate; benzotriazol-1-ol; caesium carbonate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; potassium hydroxide; In tetrahydrofuran; methanol; dimethyl sulfoxide; N,N-dimethyl-formamide; acetonitrile;

DOI:10.1021/ml4000996

upstream raw materials:

(1S,2S)-2-(4-(5-((5-chloropyridin-2-yl)thio)-1H-imidazol-4-yl)phenyl)-N,Ndimethylcyclopropanecarboxamide

[3H]methyl iodide

ethyl trans-2-(4-bromophenyl)cyclopropane-1-carboxylate

2-mercapto-5-chloro-pyridine

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