3-Quinolinecarboxylic acid, 7-[3-(acetylamino)-1-pyrrolidinyl]-1-(2,4-difluorophenyl)-6,8-difluoro-1,4- dihydro-4-oxo-, ethyl ester

Base Information

• Chemical Name: 3-Quinolinecarboxylic acid, 7-[3-(acetylamino)-1-pyrrolidinyl]-1-(2,4-difluorophenyl)-6,8-difluoro-1,4- dihydro-4-oxo-, ethyl ester
• CAS No.: 105859-12-9
• Molecular Formula: C24H21F4N3O4
• Molecular Weight: 491.442
• Mol file: 105859-12-9.mol

Synonyms:

Chemical Property of 3-Quinolinecarboxylic acid, 7-[3-(acetylamino)-1-pyrrolidinyl]-1-(2,4-difluorophenyl)-6,8-difluoro-1,4- dihydro-4-oxo-, ethyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 3-Quinolinecarboxylic acid, 7-[3-(acetylamino)-1-pyrrolidinyl]-1-(2,4-difluorophenyl)-6,8-difluoro-1,4- dihydro-4-oxo-, ethyl ester

There total 3 articles about 3-Quinolinecarboxylic acid, 7-[3-(acetylamino)-1-pyrrolidinyl]-1-(2,4-difluorophenyl)-6,8-difluoro-1,4- dihydro-4-oxo-, ethyl ester 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: 55.9%

3-acetylaminopyrrolidine (79286-74-1) + ethyl 1-(2,4-difluorophenyl)-6,7,8-trifluoro-1,4-dihydro-4-oxoquinoline-3-carboxylate (105859-10-7) → ethyl 1-(2,4-difluorophenyl)-6,8-difluoro-7-(3-acetamidopyrrolidin-1-yl)-1,4-dihydro-4-oxoquinoline-3-carboxylate (105859-12-9)

Guidance literature:

With pyridine; at 40 ℃; for 6h;

DOI:10.1021/jm00386a011

Reference yield:

(Z)-3-Ethoxy-3-(2,3,4,5-tetrafluoro-phenyl)-acrylic acid ethyl ester (105859-06-1) → ethyl 1-(2,4-difluorophenyl)-6,8-difluoro-7-(3-acetamidopyrrolidin-1-yl)-1,4-dihydro-4-oxoquinoline-3-carboxylate (105859-12-9)

Guidance literature:

Multi-step reaction with 3 steps

1: 73.5 percent / CH₂Cl₂ / 1 h

2: 92 percent / sodium hydride / tetrahydrofuran / 4 h / 50 °C

3: 55.9 percent / pyridine / 6 h / 40 °C

With pyridine; sodium hydride; In tetrahydrofuran; dichloromethane;

DOI:10.1021/jm00386a011

Reference yield:

2-(2,3,4,5-tetrafluoro-benzoyl)-3-(2,4-difluorophenyl)-ethyl acrylate (105859-08-3) → ethyl 1-(2,4-difluorophenyl)-6,8-difluoro-7-(3-acetamidopyrrolidin-1-yl)-1,4-dihydro-4-oxoquinoline-3-carboxylate (105859-12-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 92 percent / sodium hydride / tetrahydrofuran / 4 h / 50 °C

2: 55.9 percent / pyridine / 6 h / 40 °C

With pyridine; sodium hydride; In tetrahydrofuran;

DOI:10.1021/jm00386a011

upstream raw materials:

3-acetylaminopyrrolidine

ethyl 1-(2,4-difluorophenyl)-6,7,8-trifluoro-1,4-dihydro-4-oxoquinoline-3-carboxylate

(Z)-3-Ethoxy-3-(2,3,4,5-tetrafluoro-phenyl)-acrylic acid ethyl ester

2-(2,3,4,5-tetrafluoro-benzoyl)-3-(2,4-difluorophenyl)-ethyl acrylate

Downstream raw materials:

1-(2,4-difluorophenyl)-6,8-difluoro-7-(3-aminopyrrolidin-1-yl)-1,4-dihydro-4-oxoquinoline-3-carboxylic acid hydrochloride