(E)-N-(5-chloro-2-{3-[3-(4-fluorobenzyl)-3,7,9-triazabicyclo[3.3.1]non-9-yl]-3-oxopropenyl}-phenyl)-2-dimethylaminoacetamide

Base Information

• Chemical Name: (E)-N-(5-chloro-2-{3-[3-(4-fluorobenzyl)-3,7,9-triazabicyclo[3.3.1]non-9-yl]-3-oxopropenyl}-phenyl)-2-dimethylaminoacetamide
• CAS No.: 868407-54-9
• Molecular Formula: C₂₆H₃₁ClFN₅O₂
• Molecular Weight: 500.016
• Mol file: 868407-54-9.mol

Synonyms:(E)-N-(5-chloro-2-{3-[3-(4-fluorobenzyl)-3,7,9-triazabicyclo[3.3.1]non-9-yl]-3-oxopropenyl}-phenyl)-2-dimethylaminoacetamide

Chemical Property of (E)-N-(5-chloro-2-{3-[3-(4-fluorobenzyl)-3,7,9-triazabicyclo[3.3.1]non-9-yl]-3-oxopropenyl}-phenyl)-2-dimethylaminoacetamide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (E)-N-(5-chloro-2-{3-[3-(4-fluorobenzyl)-3,7,9-triazabicyclo[3.3.1]non-9-yl]-3-oxopropenyl}-phenyl)-2-dimethylaminoacetamide

There total 9 articles about (E)-N-(5-chloro-2-{3-[3-(4-fluorobenzyl)-3,7,9-triazabicyclo[3.3.1]non-9-yl]-3-oxopropenyl}-phenyl)-2-dimethylaminoacetamide 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: 57.0%

(E)-9-{3-[4-chloro-2-(2-dimethylaminoacetylamino)-phenyl]-acryloyl}-7-(4-fluorobenzyl)-3,7,9-triazabicyclo[3.3.1]nonane-3-carboxylic acid tert-butyl ester (868407-55-0) → (E)-N-(5-chloro-2-{3-[3-(4-fluorobenzyl)-3,7,9-triazabicyclo[3.3.1]non-9-yl]-3-oxopropenyl}-phenyl)-2-dimethylaminoacetamide (868407-54-9)

Guidance literature:

(E)-9-{3-[4-chloro-2-(2-dimethylaminoacetylamino)-phenyl]-acryloyl}-7-(4-fluorobenzyl)-3,7,9-triazabicyclo[3.3.1]nonane-3-carboxylic acid tert-butyl ester; With trifluoroacetic acid; In dichloromethane; at 20 ℃; for 0.0833333h;

With sodium hydroxide; sodium carbonate; In dichloromethane; water;

Reference yield:

3,9-dibenzyl-3,7,9-triazabicyclo[3.3.1]nonane (864448-31-7) → (E)-N-(5-chloro-2-{3-[3-(4-fluorobenzyl)-3,7,9-triazabicyclo[3.3.1]non-9-yl]-3-oxopropenyl}-phenyl)-2-dimethylaminoacetamide (868407-54-9)

Guidance literature:

Multi-step reaction with 7 steps

1.1: tert-butyl methyl ether / 0.17 h / 20 °C

2.1: hydrogen / palladium 10% on activated carbon / ethanol / 4 h / 20 °C / 760.05 Torr

3.1: sodium hydrogencarbonate / ethanol / 2 h / Heating / reflux

4.1: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / dichloromethane / 2 h / 20 °C

5.1: sodium hydroxide; ethanol; water / 1.5 h / Heating / reflux

6.1: tetrahydrofuran / 0.25 h / 20 °C

6.2: 0.33 h / 20 °C

7.1: trifluoroacetic acid / dichloromethane / 0.08 h / 20 °C

With sodium hydroxide; ethanol; water; hydrogen; sodium hydrogencarbonate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; trifluoroacetic acid; palladium 10% on activated carbon; In tetrahydrofuran; ethanol; dichloromethane; tert-butyl methyl ether;

Reference yield:

7,9-dibenzyl-3,7,9-triazabicyclo[3.3.1]nonane-3-carboxylic acid tert-butyl ester (868407-40-3) → (E)-N-(5-chloro-2-{3-[3-(4-fluorobenzyl)-3,7,9-triazabicyclo[3.3.1]non-9-yl]-3-oxopropenyl}-phenyl)-2-dimethylaminoacetamide (868407-54-9)

Guidance literature:

Multi-step reaction with 6 steps

1.1: hydrogen / palladium 10% on activated carbon / ethanol / 4 h / 20 °C / 760.05 Torr

2.1: sodium hydrogencarbonate / ethanol / 2 h / Heating / reflux

3.1: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / dichloromethane / 2 h / 20 °C

4.1: sodium hydroxide; ethanol; water / 1.5 h / Heating / reflux

5.1: tetrahydrofuran / 0.25 h / 20 °C

5.2: 0.33 h / 20 °C

6.1: trifluoroacetic acid / dichloromethane / 0.08 h / 20 °C

With sodium hydroxide; ethanol; water; hydrogen; sodium hydrogencarbonate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; trifluoroacetic acid; palladium 10% on activated carbon; In tetrahydrofuran; ethanol; dichloromethane;

upstream raw materials:

(E)-9-{3-[4-chloro-2-(2-dimethylaminoacetylamino)-phenyl]-acryloyl}-7-(4-fluorobenzyl)-3,7,9-triazabicyclo[3.3.1]nonane-3-carboxylic acid tert-butyl ester

(E)-9-[3-(2-amino-4-chlorophenyl)-acryloyl]-7-(4-fluorobenzyl)-3,7,9-triazabicyclo[3.3.1]nonane-3-carboxylic acid tert-butyl ester

3,7,9-triazabicyclo[3.3.1]nonane-3-carboxylic acid tert-butyl ester

3,9-dibenzyl-3,7,9-triazabicyclo[3.3.1]nonane

Refernces