3-(1,4'-bipiperidin-1'-ylmethyl)-2-phenyl-N-(1-phenylcyclopropyl)-4-quinolinecarboxamide

Base Information

• Chemical Name: 3-(1,4'-bipiperidin-1'-ylmethyl)-2-phenyl-N-(1-phenylcyclopropyl)-4-quinolinecarboxamide
• CAS No.: 1336960-15-6
• Molecular Formula: C₃₆H₄₀N₄O
• Molecular Weight: 544.74
• Mol file: 1336960-15-6.mol

Synonyms:3-(1,4'-bipiperidin-1'-ylmethyl)-2-phenyl-N-(1-phenylcyclopropyl)-4-quinolinecarboxamide

Chemical Property of 3-(1,4'-bipiperidin-1'-ylmethyl)-2-phenyl-N-(1-phenylcyclopropyl)-4-quinolinecarboxamide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 3-(1,4'-bipiperidin-1'-ylmethyl)-2-phenyl-N-(1-phenylcyclopropyl)-4-quinolinecarboxamide

There total 7 articles about 3-(1,4'-bipiperidin-1'-ylmethyl)-2-phenyl-N-(1-phenylcyclopropyl)-4-quinolinecarboxamide 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: 22.0%

1-phenylcyclopropylamine (41049-53-0,773012-60-5) + 3-(1,4'-bipiperidin-1'-ylmethyl)-2-phenyl-4-quinolinecarboxylic acid (473248-87-2) → 3-(1,4'-bipiperidin-1'-ylmethyl)-2-phenyl-N-(1-phenylcyclopropyl)-4-quinolinecarboxamide (1336960-15-6)

Guidance literature:

3-(1,4'-bipiperidin-1'-ylmethyl)-2-phenyl-4-quinolinecarboxylic acid; With sodium hydroxide; In water;

1-phenylcyclopropylamine; With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; In N,N-dimethyl-formamide; at 75 ℃; for 18h;

Reference yield:

indole-2,3-dione (91-56-5,1186480-61-4,84788-92-1) → 3-(1,4'-bipiperidin-1'-ylmethyl)-2-phenyl-N-(1-phenylcyclopropyl)-4-quinolinecarboxamide (1336960-15-6)

Guidance literature:

Multi-step reaction with 6 steps

1.1: potassium hydroxide / ethanol; water / 0.17 h

1.2: 18 h / Reflux

2.1: dichloromethane; hexanes; methanol / 1 h / 0 - 20 °C

3.1: dibenzoyl peroxide; N-Bromosuccinimide; acetic acid / benzene; tetrachloromethane / 3.5 h / UV-irradiation; Inert atmosphere; Reflux

4.1: N-ethyl-N,N-diisopropylamine / tetrahydrofuran / 18 h / 50 °C

5.1: sodium hydroxide / ethanol / 18 h / Reflux

5.2: pH 4 / Acidic aqueous solution

6.1: sodium hydroxide / water

6.2: 18 h / 75 °C

With N-Bromosuccinimide; acetic acid; N-ethyl-N,N-diisopropylamine; potassium hydroxide; sodium hydroxide; dibenzoyl peroxide; In tetrahydrofuran; methanol; tetrachloromethane; hexanes; ethanol; dichloromethane; water; benzene;

Reference yield:

3-methyl-2-phenyl-quinoline-4-carboxylic acid methyl ester (74960-43-3) → 3-(1,4'-bipiperidin-1'-ylmethyl)-2-phenyl-N-(1-phenylcyclopropyl)-4-quinolinecarboxamide (1336960-15-6)

Guidance literature:

Multi-step reaction with 4 steps

1.1: dibenzoyl peroxide; N-Bromosuccinimide; acetic acid / benzene; tetrachloromethane / 3.5 h / UV-irradiation; Inert atmosphere; Reflux

2.1: N-ethyl-N,N-diisopropylamine / tetrahydrofuran / 18 h / 50 °C

3.1: sodium hydroxide / ethanol / 18 h / Reflux

3.2: pH 4 / Acidic aqueous solution

4.1: sodium hydroxide / water

4.2: 18 h / 75 °C

With N-Bromosuccinimide; acetic acid; N-ethyl-N,N-diisopropylamine; sodium hydroxide; dibenzoyl peroxide; In tetrahydrofuran; tetrachloromethane; ethanol; water; benzene;

upstream raw materials:

indole-2,3-dione

3-methyl-2-phenyl-quinoline-4-carboxylic acid methyl ester

methyl 3-bromomethyl-2-phenylquinoline-4-carboxylate

3-[1,4']Bipiperidinyl-1'-ylmethyl-2-phenyl-quinoline-4-Carboxylic Acid Methyl Ester

Refernces