5-(dipropylamino)-5,6-dihydro-4H-imidazo-(5,1ij)quinolin-2(1H)-one

Base Information

• Chemical Name: 5-(dipropylamino)-5,6-dihydro-4H-imidazo-(5,1ij)quinolin-2(1H)-one
• CAS No.: 132874-73-8
• Molecular Formula: C16H23 N3 O
• Molecular Weight: 273.378
• Mol file: 132874-73-8.mol

Synonyms:4H-Imidazo[4,5,1-ij]quinolin-2(1H)-one,5-(dipropylamino)-5,6-dihydro-, (R)-; U 86170

Chemical Property of 5-(dipropylamino)-5,6-dihydro-4H-imidazo-(5,1ij)quinolin-2(1H)-one

Chemical Property:

• Boiling Point: °Cat760mmHg
• Flash Point: °C
• PSA: 41.03000
• Density: 1.16g/cm³
• LogP: 2.37630

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 5-(dipropylamino)-5,6-dihydro-4H-imidazo-(5,1ij)quinolin-2(1H)-one

There total 1 articles about 5-(dipropylamino)-5,6-dihydro-4H-imidazo-(5,1ij)quinolin-2(1H)-one 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:

Cbz-D-Phe (2448-45-5) → U 86170 (132874-73-8)

Guidance literature:

Multi-step reaction with 13 steps

1: sodium carbonate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / water; dichloromethane / 24 h / 20 °C

2: bis-[(trifluoroacetoxy)iodo]benzene; trifluoroacetic acid / dichloromethane / 1.17 h / 0 °C

3: hydrogen; palladium 10% on activated carbon / ethanol / 2585.81 Torr

4: dimethyl sulfide borane / tetrahydrofuran / 120 h / 0 - 20 °C / Reflux

5: toluene / -40 °C

6: triethylamine / tetrahydrofuran / 1 h / 0 °C

7: triethylamine / tetrahydrofuran / 48 h / 20 °C

8: bis-[(trifluoroacetoxy)iodo]benzene / chloroform / 6 h / -5 - 20 °C

9: 10 wt% Pd(OH)2 on carbon; hydrogen / ethanol / 20 h / 2585.81 Torr

10: sodium tris(acetoxy)borohydride; acetic acid / tetrahydrofuran / 20 °C

11: triethylamine / tetrahydrofuran / 0 - 20 °C / Inert atmosphere

12: potassium carbonate / N,N-dimethyl-formamide / 65 °C

13: hydrogen; palladium 10% on activated carbon / ethanol / 5 h / 2585.81 Torr

With palladium 10% on activated carbon; 10 wt% Pd(OH)2 on carbon; hydrogen; dimethyl sulfide borane; sodium tris(acetoxy)borohydride; sodium carbonate; potassium carbonate; acetic acid; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; trifluoroacetic acid; bis-[(trifluoroacetoxy)iodo]benzene; In tetrahydrofuran; ethanol; dichloromethane; chloroform; water; N,N-dimethyl-formamide; toluene;

DOI:10.1021/acs.jmedchem.5b01612

upstream raw materials:

Cbz-D-Phe

Refernces