7-(3-{[(3-isopropylphenyl)amino]carbonyl}phenyl)-N-(3-pyrrolidin-1-ylpropyl)-5,6,7,8-tetrahydro-2,7-naphthyridine-4-carboxamide

Base Information

• Chemical Name: 7-(3-{[(3-isopropylphenyl)amino]carbonyl}phenyl)-N-(3-pyrrolidin-1-ylpropyl)-5,6,7,8-tetrahydro-2,7-naphthyridine-4-carboxamide
• CAS No.: 1454657-30-7
• Molecular Formula: C₃₂H₃₉N₅O₂
• Molecular Weight: 525.694
• Mol file: 1454657-30-7.mol

Synonyms:7-(3-{[(3-isopropylphenyl)amino]carbonyl}phenyl)-N-(3-pyrrolidin-1-ylpropyl)-5,6,7,8-tetrahydro-2,7-naphthyridine-4-carboxamide

Chemical Property of 7-(3-{[(3-isopropylphenyl)amino]carbonyl}phenyl)-N-(3-pyrrolidin-1-ylpropyl)-5,6,7,8-tetrahydro-2,7-naphthyridine-4-carboxamide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 7-(3-{[(3-isopropylphenyl)amino]carbonyl}phenyl)-N-(3-pyrrolidin-1-ylpropyl)-5,6,7,8-tetrahydro-2,7-naphthyridine-4-carboxamide

There total 15 articles about 7-(3-{[(3-isopropylphenyl)amino]carbonyl}phenyl)-N-(3-pyrrolidin-1-ylpropyl)-5,6,7,8-tetrahydro-2,7-naphthyridine-4-carboxamide 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: 53.0%

3-(1-pyrrolidinyl)propylamine (23159-07-1) + 7-(3-{[(3-isopropylphenyl)amino]carbonyl}phenyl)-5,6,7,8-tetrahydro-2,7-naphthyridine-4-carboxylic acid (1454657-25-0) → 7-(3-{[(3-isopropylphenyl)amino]carbonyl}phenyl)-N-(3-pyrrolidin-1-ylpropyl)-5,6,7,8-tetrahydro-2,7-naphthyridine-4-carboxamide (1454657-30-7)

Guidance literature:

7-(3-{[(3-isopropylphenyl)amino]carbonyl}phenyl)-5,6,7,8-tetrahydro-2,7-naphthyridine-4-carboxylic acid; With dmap; 2,4,6-tripropyl-1,3,5,2,4,6-trioxatriphosphinane-2,4,6-trioxide; N-ethyl-N,N-diisopropylamine; In ethyl acetate; 1,2-dichloro-ethane; at 20 ℃; for 0.1h;

3-(1-pyrrolidinyl)propylamine; In ethyl acetate; 1,2-dichloro-ethane; at 20 ℃; for 4h;

Reference yield:

C9H14O3NC6H5 (41276-30-6) → 7-(3-{[(3-isopropylphenyl)amino]carbonyl}phenyl)-N-(3-pyrrolidin-1-ylpropyl)-5,6,7,8-tetrahydro-2,7-naphthyridine-4-carboxamide (1454657-30-7)

Guidance literature:

Multi-step reaction with 11 steps

1.1: potassium hydroxide / methanol / 4 h / Reflux

2.1: trichlorophosphate / 4 h / 180 °C / Sealed tube

3.1: triethylamine; hydrogen; palladium 10% on activated carbon / methanol / 3 h

4.1: water; sodium hydroxide / ethanol / 8 h / Reflux

5.1: sulfuric acid / 24 h / Reflux

6.1: palladium 10% on activated carbon; ammonium formate / methanol

7.1: 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl; palladium diacetate; caesium carbonate / toluene / 100 °C / Inert atmosphere; Sealed tube

8.1: formic acid / 30 - 50 °C

9.1: dmap; 2,4,6-tripropyl-1,3,5,2,4,6-trioxatriphosphinane-2,4,6-trioxide; triethylamine / 1,2-dichloro-ethane; ethyl acetate / 0.17 h / 20 °C

9.2: 1 h / 20 °C

10.1: sodium hydroxide / 1,4-dioxane / 1.8 h / 20 °C

11.1: N-ethyl-N,N-diisopropylamine; dmap; 2,4,6-tripropyl-1,3,5,2,4,6-trioxatriphosphinane-2,4,6-trioxide / 1,2-dichloro-ethane; ethyl acetate / 0.1 h / 20 °C

11.2: 4 h / 20 °C

With dmap; formic acid; sulfuric acid; palladium 10% on activated carbon; water; hydrogen; ammonium formate; palladium diacetate; caesium carbonate; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl; 2,4,6-tripropyl-1,3,5,2,4,6-trioxatriphosphinane-2,4,6-trioxide; triethylamine; N-ethyl-N,N-diisopropylamine; potassium hydroxide; sodium hydroxide; trichlorophosphate; In 1,4-dioxane; methanol; ethanol; ethyl acetate; 1,2-dichloro-ethane; toluene;

Reference yield:

meta-iso-propyl aniline (5369-16-4) → 7-(3-{[(3-isopropylphenyl)amino]carbonyl}phenyl)-N-(3-pyrrolidin-1-ylpropyl)-5,6,7,8-tetrahydro-2,7-naphthyridine-4-carboxamide (1454657-30-7)

Guidance literature:

Multi-step reaction with 3 steps

1.1: dmap; 2,4,6-tripropyl-1,3,5,2,4,6-trioxatriphosphinane-2,4,6-trioxide; triethylamine / 1,2-dichloro-ethane; ethyl acetate / 0.17 h / 20 °C

1.2: 1 h / 20 °C

2.1: sodium hydroxide / 1,4-dioxane / 1.8 h / 20 °C

3.1: N-ethyl-N,N-diisopropylamine; dmap; 2,4,6-tripropyl-1,3,5,2,4,6-trioxatriphosphinane-2,4,6-trioxide / 1,2-dichloro-ethane; ethyl acetate / 0.1 h / 20 °C

3.2: 4 h / 20 °C

With dmap; 2,4,6-tripropyl-1,3,5,2,4,6-trioxatriphosphinane-2,4,6-trioxide; triethylamine; N-ethyl-N,N-diisopropylamine; sodium hydroxide; In 1,4-dioxane; ethyl acetate; 1,2-dichloro-ethane;

upstream raw materials:

meta-iso-propyl aniline

5,6,7,8-tetrahydro-[2,7]naphthyridine-4-carboxylic acid methyl ester

3-Iodobenzoic acid

tert-butyl 3-iodobenzoate