N-[(4-chlorophenyl)-methyl]-2-ethyl-6-methyl-4-morpholin-4-yl-benzamide

Base Information

Chemical Name:N-[(4-chlorophenyl)-methyl]-2-ethyl-6-methyl-4-morpholin-4-yl-benzamide
CAS No.:1472103-84-6
Molecular Formula:C₂₁H₂₅ClN₂O₂
Molecular Weight:372.895
Hs Code.:

Synonyms:N-[(4-chlorophenyl)-methyl]-2-ethyl-6-methyl-4-morpholin-4-yl-benzamide

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Chemical Property of N-[(4-chlorophenyl)-methyl]-2-ethyl-6-methyl-4-morpholin-4-yl-benzamide

Chemical Property:

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Technology Process of N-[(4-chlorophenyl)-methyl]-2-ethyl-6-methyl-4-morpholin-4-yl-benzamide

There total 10 articles about N-[(4-chlorophenyl)-methyl]-2-ethyl-6-methyl-4-morpholin-4-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: 59.0%

: 1472104-28-1
N-[(4-chlorophenyl)-methyl]-2-methyl-4-morpholin-4-yl-6-vinyl-benzamide

: 1472103-84-6
N-[(4-chlorophenyl)-methyl]-2-ethyl-6-methyl-4-morpholin-4-yl-benzamide

Guidance literature:: With 10 wt% Pd(OH)2 on carbon; hydrogen; In ethyl acetate; for 2.16667h; Inert atmosphere;

Reference yield:

: 1181458-21-8
(4-Bromo-2-methoxy-6-methyl-phenyl)-amine hydrobromide

: 1472103-84-6
N-[(4-chlorophenyl)-methyl]-2-ethyl-6-methyl-4-morpholin-4-yl-benzamide

Guidance literature:: Multi-step reaction with 9 steps

1.1: hydrogenchloride; sodium nitrite / water / 0.5 h / 0 °C

1.2: 4 h / 0 - 50 °C

2.1: diisobutylaluminium hydride / tetrahydrofuran; toluene / 18 h / -78 - 23 °C

2.2: 1 h / 0 - 23 °C

3.1: sodium chlorite; sodium dihydrogenphosphate; 2-methyl-but-2-ene / water; tert-butyl alcohol / 0.5 h / 23 °C

4.1: oxalyl dichloride; N,N-dimethyl-formamide / dichloromethane / 0.5 h / 0 - 23 °C

4.2: 1 h / 0 - 23 °C

5.1: caesium carbonate; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl / 1-methyl-pyrrolidin-2-one / 16.5 h / 23 - 110 °C / Inert atmosphere

6.1: boron tribromide / dichloromethane / 1.5 h / -78 - 23 °C

6.2: Cooling

7.1: caesium carbonate / dichloromethane; acetonitrile / 16 h / 23 °C

8.1: 2,6-di-tert-butyl-4-methyl-phenol; lithium chloride; tetrakis(triphenylphosphine) palladium⁽⁰⁾ / 1,4-dioxane / 16.5 h / 110 °C / Inert atmosphere

9.1: hydrogen; 10 wt% Pd(OH)2 on carbon / ethyl acetate / 2.17 h / Inert atmosphere

With hydrogenchloride; sodium chlorite; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; sodium dihydrogenphosphate; tetrakis(triphenylphosphine) palladium⁽⁰⁾; 2-methyl-but-2-ene; oxalyl dichloride; 2,6-di-tert-butyl-4-methyl-phenol; 10 wt% Pd(OH)2 on carbon; hydrogen; boron tribromide; diisobutylaluminium hydride; caesium carbonate; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl; N,N-dimethyl-formamide; lithium chloride; sodium nitrite; In tetrahydrofuran; 1,4-dioxane; 1-methyl-pyrrolidin-2-one; dichloromethane; water; ethyl acetate; toluene; acetonitrile; tert-butyl alcohol;

Reference yield:

: 877149-05-8
4-bromo-2-methoxy-6-methyl-benzonitrile

: 1472103-84-6
N-[(4-chlorophenyl)-methyl]-2-ethyl-6-methyl-4-morpholin-4-yl-benzamide

Guidance literature:: Multi-step reaction with 8 steps

1.1: diisobutylaluminium hydride / tetrahydrofuran; toluene / 18 h / -78 - 23 °C

1.2: 1 h / 0 - 23 °C

2.1: sodium chlorite; sodium dihydrogenphosphate; 2-methyl-but-2-ene / water; tert-butyl alcohol / 0.5 h / 23 °C

3.1: oxalyl dichloride; N,N-dimethyl-formamide / dichloromethane / 0.5 h / 0 - 23 °C

3.2: 1 h / 0 - 23 °C

4.1: caesium carbonate; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl / 1-methyl-pyrrolidin-2-one / 16.5 h / 23 - 110 °C / Inert atmosphere

5.1: boron tribromide / dichloromethane / 1.5 h / -78 - 23 °C

5.2: Cooling

6.1: caesium carbonate / dichloromethane; acetonitrile / 16 h / 23 °C

7.1: 2,6-di-tert-butyl-4-methyl-phenol; lithium chloride; tetrakis(triphenylphosphine) palladium⁽⁰⁾ / 1,4-dioxane / 16.5 h / 110 °C / Inert atmosphere

8.1: hydrogen; 10 wt% Pd(OH)2 on carbon / ethyl acetate / 2.17 h / Inert atmosphere

With sodium chlorite; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; sodium dihydrogenphosphate; tetrakis(triphenylphosphine) palladium⁽⁰⁾; 2-methyl-but-2-ene; oxalyl dichloride; 2,6-di-tert-butyl-4-methyl-phenol; 10 wt% Pd(OH)2 on carbon; hydrogen; boron tribromide; diisobutylaluminium hydride; caesium carbonate; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl; N,N-dimethyl-formamide; lithium chloride; In tetrahydrofuran; 1,4-dioxane; 1-methyl-pyrrolidin-2-one; dichloromethane; water; ethyl acetate; toluene; acetonitrile; tert-butyl alcohol;