6-Fluoro-2-methyl-5-nitroquinoline

Base Information

• Chemical Name: 6-Fluoro-2-methyl-5-nitroquinoline
• CAS No.: 79821-10-6
• Molecular Formula: C₁₀H₇FN₂O₂
• Molecular Weight: 206.176
• DSSTox Substance ID: DTXSID80372717
• Wikidata: Q82160570
• Mol file: 79821-10-6.mol

Synonyms:79821-10-6;6-fluoro-2-methyl-5-nitroquinoline;Quinoline, 6-fluoro-2-methyl-5-nitro-;6-FLUORO-2-METHYL-5-NITRO-QUINOLINE;6-fluoro-5-nitroquinaldine;SCHEMBL10783669;DTXSID80372717;PQRVSWVLDAPYBG-UHFFFAOYSA-N;AKOS000281343;AS-78552;CS-0134648;D85349

Chemical Property of 6-Fluoro-2-methyl-5-nitroquinoline

Chemical Property:

• PSA: 58.71000
• LogP: 3.11370
• XLogP3: 2.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 0
• Exact Mass: 206.04915563
• Heavy Atom Count: 15
• Complexity: 256

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=NC2=C(C=C1)C(=C(C=C2)F)[N+](=O)[O-]

Technology Process of 6-Fluoro-2-methyl-5-nitroquinoline

There total 1 articles about 6-Fluoro-2-methyl-5-nitroquinoline 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: 94.0%

6-fluoro-2-methyl-quinoline (1128-61-6) → 6-fluoro-5-nitro-quinaldine (79821-10-6)

Guidance literature:

With trifluorormethanesulfonic acid; nitric acid; In dichloromethane; at 0 - 25 ℃; for 15h;

Reference yield: 72.0%

aniline (62-53-3) + 6-fluoro-5-nitro-quinaldine (79821-10-6) → 2-methyl-5-nitro-6-phenylaminoquinoline (156138-94-2)

Guidance literature:

With potassium carbonate; for 2h; Heating;

DOI:10.1002/jhet.5570310126

Reference yield:

6-fluoro-5-nitro-quinaldine (79821-10-6) → 5-amino-2-methyl-6-phenylaminoquinoline (156139-05-8)

Guidance literature:

Multi-step reaction with 2 steps

1: 72 percent / K₂CO₃ / 2 h / Heating

2: 71 percent / SnCl₂ / ethanol / 2 h / Heating

With potassium carbonate; tin(ll) chloride; In ethanol;

DOI:10.1002/jhet.5570310126

upstream raw materials:

6-fluoro-2-methyl-quinoline

Downstream raw materials:

2-methyl-5-nitro-6-phenylaminoquinoline

3,7-dimethyl-3H-imidazo<4,5-f>quinoline

5-amino-2-methyl-6-phenylaminoquinoline

7-Methyl-3-phenyl-8,9-dihydro-3H,7H-imidazo[4,5-f]quinoline-6-carbaldehyde

Refernces

• 1、 -. "BROMODOMAIN INHIBITORS FOR ANDROGEN RECEPTOR-DRIVEN CANCERS". . . Retrieved 2022/03/31.
• 2、 Le Goff,Bouyssou,Chenault. "Synthesis of some novel fused tetracyclic quinolonecarboxylic acids via 7- methyl-6,7,8,9-tetrahydro-3H-imidazo[4,5-f]quinoline and 6-methyl-5,6,7,8- tetrahydro-1H-imidazo[4,5-g]quinoline". . p. 153 - 160. Retrieved 2007/10/02.