2-[5-{4-[(dimethylamino)methyl]phenyl}-2-oxo-1,3-benzoxazol-3(2H)-yl]-N-methyl-N-phenylacetamide

Base Information

Chemical Name:2-[5-{4-[(dimethylamino)methyl]phenyl}-2-oxo-1,3-benzoxazol-3(2H)-yl]-N-methyl-N-phenylacetamide
CAS No.:1534370-73-4
Molecular Formula:C₂₅H₂₅N₃O₃
Molecular Weight:415.492
Hs Code.:

Synonyms:2-[5-{4-[(dimethylamino)methyl]phenyl}-2-oxo-1,3-benzoxazol-3(2H)-yl]-N-methyl-N-phenylacetamide

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Chemical Property of 2-[5-{4-[(dimethylamino)methyl]phenyl}-2-oxo-1,3-benzoxazol-3(2H)-yl]-N-methyl-N-phenylacetamide

Chemical Property:

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Technology Process of 2-[5-{4-[(dimethylamino)methyl]phenyl}-2-oxo-1,3-benzoxazol-3(2H)-yl]-N-methyl-N-phenylacetamide

There total 7 articles about 2-[5-{4-[(dimethylamino)methyl]phenyl}-2-oxo-1,3-benzoxazol-3(2H)-yl]-N-methyl-N-phenylacetamide 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: 70.0%

: 863724-60-1
N-methyl-2-[2-oxo-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1,3-benzoxazol-3(2H)-yl]-N-phenylacetamide

: 6274-57-3
(4-bromobenzyl)dimethylamine

: 1534370-73-4
2-[5-{4-[(dimethylamino)methyl]phenyl}-2-oxo-1,3-benzoxazol-3(2H)-yl]-N-methyl-N-phenylacetamide

Guidance literature:: With tetrakis(triphenylphosphine) palladium⁽⁰⁾; potassium carbonate; In 1,4-dioxane; water; at 20 ℃; for 2h; Reflux; Inert atmosphere;
DOI:10.1055/s-0033-1339799

Reference yield:

: 40925-68-6
2-amino-4-bromo-phenol

: 1534370-73-4
2-[5-{4-[(dimethylamino)methyl]phenyl}-2-oxo-1,3-benzoxazol-3(2H)-yl]-N-methyl-N-phenylacetamide

Guidance literature:: Multi-step reaction with 6 steps

1: tetrahydrofuran / 2 h / 20 °C / Inert atmosphere

2: potassium carbonate / N,N-dimethyl-formamide / 3 h / 20 °C / Cooling with ice; Inert atmosphere

3: hydrogenchloride; acetic acid / 1,4-dioxane / 6.5 h / 50 °C / Inert atmosphere

4: benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / N,N-dimethyl-formamide / 6 h / 20 °C / Inert atmosphere

5: tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; tricyclohexylphosphine; potassium acetate / 1,4-dioxane / 15 h / 20 °C / Inert atmosphere; Reflux

6: potassium carbonate; tetrakis(triphenylphosphine) palladium⁽⁰⁾ / 1,4-dioxane; water / 2 h / 20 °C / Reflux; Inert atmosphere

With hydrogenchloride; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; tetrakis(triphenylphosphine) palladium⁽⁰⁾; potassium acetate; potassium carbonate; benzotriazol-1-ol; acetic acid; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; tricyclohexylphosphine; In tetrahydrofuran; 1,4-dioxane; water; N,N-dimethyl-formamide;
DOI:10.1055/s-0033-1339799

Reference yield:

: 14733-73-4
5-bromo-1,3-benzoxazol-2(3H)-one

: 1534370-73-4
2-[5-{4-[(dimethylamino)methyl]phenyl}-2-oxo-1,3-benzoxazol-3(2H)-yl]-N-methyl-N-phenylacetamide

Guidance literature:: Multi-step reaction with 5 steps

1: potassium carbonate / N,N-dimethyl-formamide / 3 h / 20 °C / Cooling with ice; Inert atmosphere

2: hydrogenchloride; acetic acid / 1,4-dioxane / 6.5 h / 50 °C / Inert atmosphere

3: benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / N,N-dimethyl-formamide / 6 h / 20 °C / Inert atmosphere

4: tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; tricyclohexylphosphine; potassium acetate / 1,4-dioxane / 15 h / 20 °C / Inert atmosphere; Reflux

5: potassium carbonate; tetrakis(triphenylphosphine) palladium⁽⁰⁾ / 1,4-dioxane; water / 2 h / 20 °C / Reflux; Inert atmosphere

With hydrogenchloride; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; tetrakis(triphenylphosphine) palladium⁽⁰⁾; potassium acetate; potassium carbonate; benzotriazol-1-ol; acetic acid; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; tricyclohexylphosphine; In 1,4-dioxane; water; N,N-dimethyl-formamide;
DOI:10.1055/s-0033-1339799