5-(3,5-dimethyl-1,2-oxazol-4-yl)-2-(2-phenylethyl)-1-[2-(pyrrolidin-1-yl)ethyl]-1H-benzimidazole

Base Information

Chemical Name:5-(3,5-dimethyl-1,2-oxazol-4-yl)-2-(2-phenylethyl)-1-[2-(pyrrolidin-1-yl)ethyl]-1H-benzimidazole
CAS No.:1613694-63-5
Molecular Formula:C₂₆H₃₀N₄O
Molecular Weight:414.55
Hs Code.:

Synonyms:5-(3,5-dimethyl-1,2-oxazol-4-yl)-2-(2-phenylethyl)-1-[2-(pyrrolidin-1-yl)ethyl]-1H-benzimidazole

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Chemical Property of 5-(3,5-dimethyl-1,2-oxazol-4-yl)-2-(2-phenylethyl)-1-[2-(pyrrolidin-1-yl)ethyl]-1H-benzimidazole

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Technology Process of 5-(3,5-dimethyl-1,2-oxazol-4-yl)-2-(2-phenylethyl)-1-[2-(pyrrolidin-1-yl)ethyl]-1H-benzimidazole

There total 6 articles about 5-(3,5-dimethyl-1,2-oxazol-4-yl)-2-(2-phenylethyl)-1-[2-(pyrrolidin-1-yl)ethyl]-1H-benzimidazole 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: 67.0%

: 123-75-1
pyrrolidine

: 1613695-19-4
[5-(3,5-dimethyl-1,2-oxazol-4-yl)-2-(2-phenylethyl)-1H-benzimidazol-1-yl]acetaldehyde

: 1613694-63-5
5-(3,5-dimethyl-1,2-oxazol-4-yl)-2-(2-phenylethyl)-1-[2-(pyrrolidin-1-yl)ethyl]-1H-benzimidazole

Guidance literature:: With sodium tris(acetoxy)borohydride; acetic acid; In tetrahydrofuran; at 20 ℃; for 2h;
DOI:10.1021/ja412434f

Reference yield:

: 364-73-8
4-Bromo-1-fluoro-2-nitrobenzene

: 1613694-63-5
5-(3,5-dimethyl-1,2-oxazol-4-yl)-2-(2-phenylethyl)-1-[2-(pyrrolidin-1-yl)ethyl]-1H-benzimidazole

Guidance literature:: Multi-step reaction with 5 steps

1: [1,1'-bis(diphenylphosphino)ferrocene]dichloropalladium(II); sodium hydrogencarbonate / 1,2-dimethoxyethane / 3 h / 80 °C / Inert atmosphere

2: dimethyl sulfoxide / 2 h / 80 °C

3: sodium dithionite / methanol / 2 h / 80 °C

4: trifluoroacetic acid / water; dichloromethane / 0.83 h / 150 °C / Microwave irradiation

5: sodium tris(acetoxy)borohydride; acetic acid / tetrahydrofuran / 2 h / 20 °C

With sodium dithionite; [1,1'-bis(diphenylphosphino)ferrocene]dichloropalladium(II); sodium tris(acetoxy)borohydride; sodium hydrogencarbonate; acetic acid; trifluoroacetic acid; In tetrahydrofuran; methanol; 1,2-dimethoxyethane; dichloromethane; water; dimethyl sulfoxide; 1: |Suzuki Coupling;
DOI:10.1021/ja412434f

Reference yield:

: 832114-00-8
3,5-dimethyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)isoxazole

: 1613694-63-5
5-(3,5-dimethyl-1,2-oxazol-4-yl)-2-(2-phenylethyl)-1-[2-(pyrrolidin-1-yl)ethyl]-1H-benzimidazole

Guidance literature:: Multi-step reaction with 5 steps

1: [1,1'-bis(diphenylphosphino)ferrocene]dichloropalladium(II); sodium hydrogencarbonate / 1,2-dimethoxyethane / 3 h / 80 °C / Inert atmosphere

2: dimethyl sulfoxide / 2 h / 80 °C

3: sodium dithionite / methanol / 2 h / 80 °C

4: trifluoroacetic acid / water; dichloromethane / 0.83 h / 150 °C / Microwave irradiation

5: sodium tris(acetoxy)borohydride; acetic acid / tetrahydrofuran / 2 h / 20 °C

With sodium dithionite; [1,1'-bis(diphenylphosphino)ferrocene]dichloropalladium(II); sodium tris(acetoxy)borohydride; sodium hydrogencarbonate; acetic acid; trifluoroacetic acid; In tetrahydrofuran; methanol; 1,2-dimethoxyethane; dichloromethane; water; dimethyl sulfoxide; 1: |Suzuki Coupling;
DOI:10.1021/ja412434f