1-[3-(2-cyclohexylaminopyridin-4-yl)-4-methyl-[2,6]naphthyridin-1-yl]piperidine-4-carboxylic acid isobutylamide

Base Information

Chemical Name:1-[3-(2-cyclohexylaminopyridin-4-yl)-4-methyl-[2,6]naphthyridin-1-yl]piperidine-4-carboxylic acid isobutylamide
CAS No.:1071136-35-0
Molecular Formula:C₃₀H₄₀N₆O
Molecular Weight:500.687
Hs Code.:

Synonyms:1-[3-(2-cyclohexylaminopyridin-4-yl)-4-methyl-[2,6]naphthyridin-1-yl]piperidine-4-carboxylic acid isobutylamide

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Chemical Property of 1-[3-(2-cyclohexylaminopyridin-4-yl)-4-methyl-[2,6]naphthyridin-1-yl]piperidine-4-carboxylic acid isobutylamide

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Technology Process of 1-[3-(2-cyclohexylaminopyridin-4-yl)-4-methyl-[2,6]naphthyridin-1-yl]piperidine-4-carboxylic acid isobutylamide

There total 13 articles about 1-[3-(2-cyclohexylaminopyridin-4-yl)-4-methyl-[2,6]naphthyridin-1-yl]piperidine-4-carboxylic acid isobutylamide 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:

: 823-96-1
Trimethylboroxine

: 1071137-60-4
1-[4-bromo-3-(2-chloropyridin-4-yl)-[2,6]naphthyridin-1-yl]piperidine-4-carboxylic acid isobutylamide

: 108-91-8,157973-60-9
cyclohexylamine

: 1071136-35-0
1-[3-(2-cyclohexylaminopyridin-4-yl)-4-methyl-[2,6]naphthyridin-1-yl]piperidine-4-carboxylic acid isobutylamide

Guidance literature:: Trimethylboroxine; 1-[4-bromo-3-(2-chloropyridin-4-yl)-[2,6]naphthyridin-1-yl]piperidine-4-carboxylic acid isobutylamide; With potassium carbonate; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In N,N-dimethyl-formamide; at 120 ℃;

cyclohexylamine; With sodium t-butanolate; Pd(Pt-Bu₃)₂; In 1,4-dioxane; at 130 ℃; for 3h;

Reference yield:

: 55-22-1
pyridine-4-carboxylic acid

: 1071136-35-0
1-[3-(2-cyclohexylaminopyridin-4-yl)-4-methyl-[2,6]naphthyridin-1-yl]piperidine-4-carboxylic acid isobutylamide

Guidance literature:: Multi-step reaction with 11 steps

1.1: triethylamine / dichloromethane / 0.92 h / 0 °C

1.2: 3.5 h / 0 °C

2.1: n-butyllithium / tetrahydrofuran; hexane / 1.67 h / -75 °C

2.2: -75 - 20 °C

3.1: n-butyllithium / tetrahydrofuran; hexane / 0.5 h / -78 °C

3.2: 2 h / -78 °C

4.1: acetic acid / 100 °C

5.1: ammonia / ethanol; water / 20 °C

6.1: tetramethlyammonium chloride; trichlorophosphate / 36 h / 110 °C

7.1: triethylamine / dimethyl sulfoxide / 3 h / 80 °C

8.1: bromine / dichloromethane / 0.17 h / 20 °C

9.1: lithium hydroxide / tetrahydrofuran; water / 6 h

10.1: benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate / dichloromethane; N,N-dimethyl-formamide / 2 h

11.1: potassium carbonate / tetrakis(triphenylphosphine) palladium⁽⁰⁾ / N,N-dimethyl-formamide / 120 °C

11.2: 3 h / 130 °C

With lithium hydroxide; n-butyllithium; benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate; ammonia; bromine; tetramethlyammonium chloride; potassium carbonate; acetic acid; triethylamine; trichlorophosphate; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; ethanol; hexane; dichloromethane; water; dimethyl sulfoxide; N,N-dimethyl-formamide; 11.1: Suzuki Coupling / 11.2: Buchwald reaction;

Reference yield:

: 7584-05-6
3-methyl-4-cyanopyridine

: 1071136-35-0
1-[3-(2-cyclohexylaminopyridin-4-yl)-4-methyl-[2,6]naphthyridin-1-yl]piperidine-4-carboxylic acid isobutylamide

Guidance literature:: Multi-step reaction with 10 steps

1.1: sulfuric acid / dichloromethane / 8 h / 20 °C

2.1: n-butyllithium / tetrahydrofuran; hexane / 0.5 h / -78 °C

2.2: 2 h / -78 °C

3.1: acetic acid / 100 °C

4.1: ammonia / ethanol; water / 20 °C

5.1: tetramethlyammonium chloride; trichlorophosphate / 36 h / 110 °C

6.1: triethylamine / dimethyl sulfoxide / 3 h / 80 °C

7.1: bromine / dichloromethane / 0.17 h / 20 °C

8.1: lithium hydroxide / tetrahydrofuran; water / 6 h

9.1: benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate / dichloromethane; N,N-dimethyl-formamide / 2 h

10.1: potassium carbonate / tetrakis(triphenylphosphine) palladium⁽⁰⁾ / N,N-dimethyl-formamide / 120 °C

10.2: 3 h / 130 °C

With lithium hydroxide; n-butyllithium; sulfuric acid; benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate; ammonia; bromine; tetramethlyammonium chloride; potassium carbonate; acetic acid; triethylamine; trichlorophosphate; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; ethanol; hexane; dichloromethane; water; dimethyl sulfoxide; N,N-dimethyl-formamide; 10.1: Suzuki Coupling / 10.2: Buchwald reaction;