N-(5-(3-(dimethylamino)propoxy)-1-phenyl-1H-benzo[d]imidazol-2-yl)benzamide

Base Information

Chemical Name:N-(5-(3-(dimethylamino)propoxy)-1-phenyl-1H-benzo[d]imidazol-2-yl)benzamide
CAS No.:1616475-44-5
Molecular Formula:C₂₅H₂₆N₄O₂
Molecular Weight:414.507
Hs Code.:

Synonyms:N-(5-(3-(dimethylamino)propoxy)-1-phenyl-1H-benzo[d]imidazol-2-yl)benzamide

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of N-(5-(3-(dimethylamino)propoxy)-1-phenyl-1H-benzo[d]imidazol-2-yl)benzamide

Chemical Property:

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Technology Process of N-(5-(3-(dimethylamino)propoxy)-1-phenyl-1H-benzo[d]imidazol-2-yl)benzamide

There total 7 articles about N-(5-(3-(dimethylamino)propoxy)-1-phenyl-1H-benzo[d]imidazol-2-yl)benzamide 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: 86.0%

: 1616475-42-3
N-(5-hydroxy-1-phenyl-1H-benzo[d]imidazol-2-yl)benzamide

: 109-54-6
3-(Dimethylamino)propyl chloride

: 1616475-44-5
N-(5-(3-(dimethylamino)propoxy)-1-phenyl-1H-benzo[d]imidazol-2-yl)benzamide

Guidance literature:: With caesium carbonate; In acetonitrile; for 6h; Inert atmosphere; Reflux;
DOI:10.1016/j.bmcl.2014.05.009

Reference yield:

: 1616475-29-6
(tert-butyl)(4-chloro-3-nitrophenoxy)dimethylsilane

: 1616475-44-5
N-(5-(3-(dimethylamino)propoxy)-1-phenyl-1H-benzo[d]imidazol-2-yl)benzamide

Guidance literature:: Multi-step reaction with 6 steps

1: tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl; caesium carbonate / toluene / 26 h / Inert atmosphere; Reflux

2: palladium 10% on activated carbon; hydrogen / methanol / 25 h / 20 °C / 760.05 Torr / Inert atmosphere

3: dichloromethane / 24 h / 20 °C / Inert atmosphere

4: N-ethyl-N,N-diisopropylamine; diisopropyl-carbodiimide / dichloromethane / 24 h / 20 °C / Inert atmosphere

5: tetrabutyl ammonium fluoride / dichloromethane; tetrahydrofuran; water / 2 h / 20 °C / Inert atmosphere

6: caesium carbonate / acetonitrile / 6 h / Inert atmosphere; Reflux

With tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; palladium 10% on activated carbon; tetrabutyl ammonium fluoride; hydrogen; caesium carbonate; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl; N-ethyl-N,N-diisopropylamine; diisopropyl-carbodiimide; In tetrahydrofuran; methanol; dichloromethane; water; toluene; acetonitrile;
DOI:10.1016/j.bmcl.2014.05.009

Reference yield:

: 1616475-41-2
N-(5-(((tert-butyl)dimethylsilyl)oxy)-1-phenyl-1H-benzo[d]imidazol-2-yl)benzamide

: 1616475-44-5
N-(5-(3-(dimethylamino)propoxy)-1-phenyl-1H-benzo[d]imidazol-2-yl)benzamide

Guidance literature:: Multi-step reaction with 2 steps

1: tetrabutyl ammonium fluoride / dichloromethane; tetrahydrofuran; water / 2 h / 20 °C / Inert atmosphere

2: caesium carbonate / acetonitrile / 6 h / Inert atmosphere; Reflux

With tetrabutyl ammonium fluoride; caesium carbonate; In tetrahydrofuran; dichloromethane; water; acetonitrile;
DOI:10.1016/j.bmcl.2014.05.009