3-Fluoroquinolin-5-amine

Base Information

• Chemical Name: 3-Fluoroquinolin-5-amine
• CAS No.: 155014-05-4
• Molecular Formula: C₉H₇FN₂
• Molecular Weight: 162.166
• UNII: D2WS2LC6PX
• DSSTox Substance ID: DTXSID50165794
• Wikidata: Q83035022
• Mol file: 155014-05-4.mol

Synonyms:3-fluoroquinolin-5-amine;155014-05-4;3-Fluoro-5-aminoquinoline;5-Quinolinamine, 3-fluoro-;5-Quinolinamine,3-fluoro-(9CI);MFCD02752401;5-Amino-3-fluoroquinoline;CCRIS 6825;3-Fluoro-5-quinolinamine;D2WS2LC6PX;SCHEMBL3715305;DTXSID50165794;QXOIWROBEFMORO-UHFFFAOYSA-N;AMY25859;AKOS025146716;SB68533;AS-32779;SY259064;CS-0120580;A883681

Chemical Property of 3-Fluoroquinolin-5-amine

Chemical Property:

• Vapor Pressure: 0.00031mmHg at 25°C
• Boiling Point: 320.8°Cat760mmHg
• PKA: 2.86±0.23(Predicted)
• Flash Point: 147.8°C
• PSA: 38.91000
• Density: 1.315g/cm³
• LogP: 2.53730
• XLogP3: 1.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 0
• Exact Mass: 162.05932639
• Heavy Atom Count: 12
• Complexity: 163

Purity/Quality:

98.5% ^*data from raw suppliers

3-Fluoroquinolin-5-amine 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=C2C=C(C=NC2=C1)F)N

Technology Process of 3-Fluoroquinolin-5-amine

There total 3 articles about 3-Fluoroquinolin-5-amine 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: 11.0%

3-fluoroquinoline (396-31-6) → 8-amino-3-fluoroquinoline (846038-33-3) + 3-fluoroquinolin-5-amine (155014-05-4)

Guidance literature:

3-fluoroquinoline; With sulfuric acid; nitric acid; at 0 ℃; for 2h;

With tin(II) chloride dihdyrate; In ethyl acetate; at 60 ℃; for 4h;

Reference yield:

3-fluoro-5-nitroquinoline (191861-20-8) → 3-fluoroquinolin-5-amine (155014-05-4)

Guidance literature:

With hydrogen; palladium on activated charcoal; In benzene;

DOI:10.1248/bpb.20.646

Reference yield:

3-fluoroquinoline (396-31-6) → 3-fluoroquinolin-5-amine (155014-05-4)

Guidance literature:

Multi-step reaction with 2 steps

1: 38 percent / 61 percent HNO₃; H₂SO₄ / 5 h / 20 °C

2: H₂ / 5 percent Pd/C / benzene

With sulfuric acid; hydrogen; nitric acid; palladium on activated charcoal; In benzene; 1: Nitration / 2: Reduction;

DOI:10.1248/bpb.20.646

upstream raw materials:

3-fluoro-5-nitroquinoline

3-fluoroquinoline

Downstream raw materials:

3,5-Difluoroquinoline

9-Fluoro-1,7-phenanthroline

Refernces

• 1、 Childers, Wayne E.,Havran, Lisa M.,Asselin, Magda,Bicksler, James J.,Chong, Dan C.,Grosu, George T.,Shen, Zhongqi,Abou-Gharbia, Magid A.,Bach, Alvin C.,Harrison, Boyd L.,Kagan, Natasha,Kleintop, Teresa,Magolda, Ronald,Marathias, Vasilios,Robichaud, Albert J.,Sabb, Annmarie L.,Zhang, Mei-Yi,Andree, Terrance H.,Aschmies, Susan H.,Beyer, Chad,Comery, Thomas A.,Day, Mark,Grauer, Steven M.,Hughes, Zoe A.,Rosenzweig-Lipson, Sharon,Platt, Brian,Pulicicchio, Claudine,Smith, Deborah E.,Sukoff-Rizzo, Stacy J.,Sullivan, Kelly M.,Adedoyin, Adedayo,Huselton, Christine,Hirst, Warren D.. "The synthesis and biological evaluation of quinolyl-piperazinyl piperidines as potent serotonin 5-HT1A antagonists". experimental part. p. 4066 - 4084. Retrieved 2010/08/06.