1,8-Naphthyridine-3-carboxylic acid, 1,4-dihydro-7-(3-amino-1-pyrrolidinyl)-1-ethenyl-6-fluoro-4-oxo-

Base Information

• Chemical Name: 1,8-Naphthyridine-3-carboxylic acid, 1,4-dihydro-7-(3-amino-1-pyrrolidinyl)-1-ethenyl-6-fluoro-4-oxo-
• CAS No.: 84424-09-9
• Molecular Formula: C₁₅H₁₅FN₄O₃
• Molecular Weight: 318.308
• DSSTox Substance ID: DTXSID401004687
• ChEMBL ID: CHEMBL39156
• Mol file: 84424-09-9.mol

Synonyms:84424-09-9;BRN 5613476;1,8-Naphthyridine-3-carboxylic acid, 1,4-dihydro-7-(3-amino-1-pyrrolidinyl)-1-ethenyl-6-fluoro-4-oxo-;7-(3-Aminopyrrolidin-1-yl)-6-fluoro-4-oxo-1-vinyl-1,4-dihydro-1,8-naphthyridine-3-carboxylic acid;7-(3-Aminopyrrolidin-1-yl)-1-ethenyl-6-fluoro-4-oxo-1,4-dihydro-1,8-naphthyridine-3-carboxylic acid;CHEMBL39156;SCHEMBL11200257;WYLIRDAEYNYJBU-UHFFFAOYSA-N;DTXSID401004687;LS-95926;7-(3-amino-1-pyrrolidinyl)-6-fluoro-1,4-dihydro-4-oxo-1-vinyl-1,8-naphthyridine-3-carboxylic acid

Chemical Property of 1,8-Naphthyridine-3-carboxylic acid, 1,4-dihydro-7-(3-amino-1-pyrrolidinyl)-1-ethenyl-6-fluoro-4-oxo-

Chemical Property:

• Vapor Pressure: 2.08E-13mmHg at 25°C
• Boiling Point: 560.7°Cat760mmHg
• Flash Point: 292.9°C
• PSA: 101.45000
• Density: 1.532g/cm³
• LogP: 1.63700
• XLogP3: -0.2
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 8
• Rotatable Bond Count: 3
• Exact Mass: 318.11281852
• Heavy Atom Count: 23
• Complexity: 567

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C=CN1C=C(C(=O)C2=CC(=C(N=C21)N3CCC(C3)N)F)C(=O)O

Technology Process of 1,8-Naphthyridine-3-carboxylic acid, 1,4-dihydro-7-(3-amino-1-pyrrolidinyl)-1-ethenyl-6-fluoro-4-oxo-

There total 5 articles about 1,8-Naphthyridine-3-carboxylic acid, 1,4-dihydro-7-(3-amino-1-pyrrolidinyl)-1-ethenyl-6-fluoro-4-oxo- 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: 83.0%

6-Fluoro-4-oxo-7-[3-(2,2,2-trifluoro-acetylamino)-pyrrolidin-1-yl]-1-vinyl-1,4-dihydro-[1,8]naphthyridine-3-carboxylic acid ethyl ester (84424-08-8) → 7-(3-amino-1-pyrrolidinyl)-6-fluoro-1,4-dihydro-4-oxo-1-vinyl-1,8-naphthyridine-3-carboxylic acid (84424-09-9)

Guidance literature:

With sodium hydroxide; In ethanol; Heating;

DOI:10.1021/jm00378a004

Reference yield:

7-Chloro-6-fluoro-4-oxo-1-vinyl-1,4-dihydro-[1,8]naphthyridine-3-carbonyl chloride → 7-(3-amino-1-pyrrolidinyl)-6-fluoro-1,4-dihydro-4-oxo-1-vinyl-1,8-naphthyridine-3-carboxylic acid (84424-09-9)

Guidance literature:

Multi-step reaction with 3 steps

1: CHCl₃ / 0.5 h / 40 °C

2: 92 percent / Et₃N / ethanol / Heating

3: 83 percent / aq. NaOH / ethanol / Heating

With sodium hydroxide; triethylamine; In ethanol; chloroform;

DOI:10.1021/jm00378a004

Reference yield:

6-fluoro-1,4-dihydro-7-hydroxy-4-oxo-1-vinyl-1,8-naphthyridine-3-carboxylic acid (84424-27-1) → 7-(3-amino-1-pyrrolidinyl)-6-fluoro-1,4-dihydro-4-oxo-1-vinyl-1,8-naphthyridine-3-carboxylic acid (84424-09-9)

Guidance literature:

Multi-step reaction with 4 steps

1: POCl₃ / 0.1 h / 115 °C

2: CHCl₃ / 0.5 h / 40 °C

3: 92 percent / Et₃N / ethanol / Heating

4: 83 percent / aq. NaOH / ethanol / Heating

With sodium hydroxide; triethylamine; trichlorophosphate; In ethanol; chloroform;

DOI:10.1021/jm00378a004

upstream raw materials:

6-Fluoro-4-oxo-7-[3-(2,2,2-trifluoro-acetylamino)-pyrrolidin-1-yl]-1-vinyl-1,4-dihydro-[1,8]naphthyridine-3-carboxylic acid ethyl ester

6-fluoro-1,4-dihydro-7-hydroxy-4-oxo-1-vinyl-1,8-naphthyridine-3-carboxylic acid

ethyl 7-chloro-6-fluoro-1,4-dihydro-4-oxo-1-vinyl-1,8-naphthyridine-3-carboxylate

ethyl 7-(4-acetyl-1-piperazinyl)-1-(2-chloroethyl)-6-fluoro-1,4-dihydro-4-oxo-1,8-naphthyridine-3-carboxylate