7-[3-(aminomethyl)-4-phenylpyrrolidin-1-yl]-1-cyclopropyl-6,8-difluoro-4-oxo-1,4-dihydroquinoline-3-carboxylic acid

Base Information

• Chemical Name: 7-[3-(aminomethyl)-4-phenylpyrrolidin-1-yl]-1-cyclopropyl-6,8-difluoro-4-oxo-1,4-dihydroquinoline-3-carboxylic acid
• CAS No.: 151821-18-0
• Molecular Formula: C₂₄H₂₃F₂N₃O₃
• Molecular Weight: 439.462
• Mol file: 151821-18-0.mol

Synonyms:PD 144881

Chemical Property of 7-[3-(aminomethyl)-4-phenylpyrrolidin-1-yl]-1-cyclopropyl-6,8-difluoro-4-oxo-1,4-dihydroquinoline-3-carboxylic acid

Chemical Property:

• Vapor Pressure: 1.43E-17mmHg at 25°C
• Boiling Point: 646°Cat760mmHg
• Flash Point: 344.5°C
• Density: 1.435g/cm³

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 7-[3-(aminomethyl)-4-phenylpyrrolidin-1-yl]-1-cyclopropyl-6,8-difluoro-4-oxo-1,4-dihydroquinoline-3-carboxylic acid

There total 3 articles about 7-[3-(aminomethyl)-4-phenylpyrrolidin-1-yl]-1-cyclopropyl-6,8-difluoro-4-oxo-1,4-dihydroquinoline-3-carboxylic acid 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: 64.0%

4-phenyl-3-pyrrolidinemethanamine (116169-49-4) + 1-cyclopropyl-6,7,8-trifluoro-4-oxo-1,4-dihydroquinolin-3-carboxylic acid (94695-52-0) → 7-[[3-(aminomethyl)-4-phenyl]-1-pyrrolidinyl]-1-cyclopropyl-6,8-difluoro-1,4-dihydro-4-oxo-3-quinoline-carboxylic acid (124563-07-1,151821-18-0)

Guidance literature:

With triethylamine; In acetonitrile; 1.) reflux, 3 h, 2.) room temp., 18 h;

DOI:10.1021/jm00164a060

Reference yield:

4-phenyl-1-(phenylmethyl)-3-pyrrolidinemethanamine (124563-10-6) → 7-[[3-(aminomethyl)-4-phenyl]-1-pyrrolidinyl]-1-cyclopropyl-6,8-difluoro-1,4-dihydro-4-oxo-3-quinoline-carboxylic acid (124563-07-1,151821-18-0)

Guidance literature:

Multi-step reaction with 2 steps

1: 84 percent / H₂, AcOH / 20percent Pd/C / methanol / 18 h / 2585.7 Torr / Ambient temperature

2: 64 percent / Et₃N / acetonitrile / 1.) reflux, 3 h, 2.) room temp., 18 h

With hydrogen; acetic acid; triethylamine; palladium on activated charcoal; In methanol; acetonitrile;

DOI:10.1021/jm00164a060

Reference yield:

4-phenyl-1-(phenylmethyl)-3-pyrrolidinecarbonitrile (115687-28-0) → 7-[[3-(aminomethyl)-4-phenyl]-1-pyrrolidinyl]-1-cyclopropyl-6,8-difluoro-1,4-dihydro-4-oxo-3-quinoline-carboxylic acid (124563-07-1,151821-18-0)

Guidance literature:

Multi-step reaction with 3 steps

1: 95 percent / LiAlH₄ / tetrahydrofuran / 18 h / Ambient temperature

2: 84 percent / H₂, AcOH / 20percent Pd/C / methanol / 18 h / 2585.7 Torr / Ambient temperature

3: 64 percent / Et₃N / acetonitrile / 1.) reflux, 3 h, 2.) room temp., 18 h

With lithium aluminium tetrahydride; hydrogen; acetic acid; triethylamine; palladium on activated charcoal; In tetrahydrofuran; methanol; acetonitrile;

DOI:10.1021/jm00164a060

upstream raw materials:

4-phenyl-3-pyrrolidinemethanamine

1-cyclopropyl-6,7,8-trifluoro-4-oxo-1,4-dihydroquinolin-3-carboxylic acid

4-phenyl-1-(phenylmethyl)-3-pyrrolidinemethanamine

4-phenyl-1-(phenylmethyl)-3-pyrrolidinecarbonitrile