N-{1-[4-(1-hydroxy-8-phenyl-[1,2,4]triazolo[4,3-a]-1,5-naphthyridin-7-yl)phenyl]cyclobutyl}-2-(3-pyridinyl)acetamide

Base Information

Chemical Name:N-{1-[4-(1-hydroxy-8-phenyl-[1,2,4]triazolo[4,3-a]-1,5-naphthyridin-7-yl)phenyl]cyclobutyl}-2-(3-pyridinyl)acetamide
CAS No.:1199555-33-3
Molecular Formula:C₃₂H₂₆N₆O₂
Molecular Weight:526.597
Hs Code.:

Synonyms:N-{1-[4-(1-hydroxy-8-phenyl-[1,2,4]triazolo[4,3-a]-1,5-naphthyridin-7-yl)phenyl]cyclobutyl}-2-(3-pyridinyl)acetamide

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Chemical Property of N-{1-[4-(1-hydroxy-8-phenyl-[1,2,4]triazolo[4,3-a]-1,5-naphthyridin-7-yl)phenyl]cyclobutyl}-2-(3-pyridinyl)acetamide

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Technology Process of N-{1-[4-(1-hydroxy-8-phenyl-[1,2,4]triazolo[4,3-a]-1,5-naphthyridin-7-yl)phenyl]cyclobutyl}-2-(3-pyridinyl)acetamide

There total 7 articles about N-{1-[4-(1-hydroxy-8-phenyl-[1,2,4]triazolo[4,3-a]-1,5-naphthyridin-7-yl)phenyl]cyclobutyl}-2-(3-pyridinyl)acetamide 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:

: 1199555-32-2
7-[4-(1-aminocyclobutyl)-8-phenyl]-[1,2,4]triazole[4,3-a]-1,5-naphthyridin-1-ol

: 6419-36-9
3-pyridineacetic acid hydrochloride

: 1199555-33-3
N-{1-[4-(1-hydroxy-8-phenyl-[1,2,4]triazolo[4,3-a]-1,5-naphthyridin-7-yl)phenyl]cyclobutyl}-2-(3-pyridinyl)acetamide

Guidance literature:: With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; In 1-methyl-pyrrolidin-2-one; at 20 ℃; for 3h;

Reference yield:

: 1032349-96-4
tert-butyl [1-(4-chlorophenyl)cyclobutyl]carbamate

: 1199555-33-3
N-{1-[4-(1-hydroxy-8-phenyl-[1,2,4]triazolo[4,3-a]-1,5-naphthyridin-7-yl)phenyl]cyclobutyl}-2-(3-pyridinyl)acetamide

Guidance literature:: Multi-step reaction with 7 steps

1.1: bis(tri-t-butylphosphine)palladium⁽⁰⁾ / 1,4-dioxane / 1.5 h / 100 °C / Inert atmosphere

2.1: isopropylmagnesium chloride / tetrahydrofuran / 0.25 h / -78 °C / Inert atmosphere

2.2: -78 - 0 °C

2.3: 0 °C

3.1: potassium carbonate / N,N-dimethyl-formamide / 16 h / 80 - 120 °C / Inert atmosphere

4.1: hydrazine / 1,4-dioxane / 0.08 h / 100 °C / Microwave irradiation

5.1: 1,4-dioxane / 3 h / 100 °C / Inert atmosphere

6.1: hydrazine / 1,4-dioxane / 0.08 h / 80 °C / Microwave irradiation

7.1: benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine / 1-methyl-pyrrolidin-2-one / 3 h / 20 °C

With isopropylmagnesium chloride; potassium carbonate; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; hydrazine; bis(tri-t-butylphosphine)palladium⁽⁰⁾; In tetrahydrofuran; 1,4-dioxane; 1-methyl-pyrrolidin-2-one; N,N-dimethyl-formamide;

Reference yield:

: 50921-39-6
1-(4-chlorophenyl)cyclobutane-1-carboxylic acid

: 1199555-33-3
N-{1-[4-(1-hydroxy-8-phenyl-[1,2,4]triazolo[4,3-a]-1,5-naphthyridin-7-yl)phenyl]cyclobutyl}-2-(3-pyridinyl)acetamide

Guidance literature:: Multi-step reaction with 8 steps

1.1: sodium azide; tetrabutylammomium bromide; zinc trifluoromethanesulfonate / tetrahydrofuran / 18 h / 60 °C / Inert atmosphere

2.1: bis(tri-t-butylphosphine)palladium⁽⁰⁾ / 1,4-dioxane / 1.5 h / 100 °C / Inert atmosphere

3.1: isopropylmagnesium chloride / tetrahydrofuran / 0.25 h / -78 °C / Inert atmosphere

3.2: -78 - 0 °C

3.3: 0 °C

4.1: potassium carbonate / N,N-dimethyl-formamide / 16 h / 80 - 120 °C / Inert atmosphere

5.1: hydrazine / 1,4-dioxane / 0.08 h / 100 °C / Microwave irradiation

6.1: 1,4-dioxane / 3 h / 100 °C / Inert atmosphere

7.1: hydrazine / 1,4-dioxane / 0.08 h / 80 °C / Microwave irradiation

8.1: benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine / 1-methyl-pyrrolidin-2-one / 3 h / 20 °C

With sodium azide; tetrabutylammomium bromide; isopropylmagnesium chloride; zinc trifluoromethanesulfonate; potassium carbonate; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; hydrazine; bis(tri-t-butylphosphine)palladium⁽⁰⁾; In tetrahydrofuran; 1,4-dioxane; 1-methyl-pyrrolidin-2-one; N,N-dimethyl-formamide; 1.1: Curtius Rearrangement;