3-Bromo-7-chloro-6-iodoquinolin-4-OL

Base Information

• Chemical Name: 3-Bromo-7-chloro-6-iodoquinolin-4-OL
• CAS No.: 1021913-04-1
• Molecular Formula: C9H4BrClINO
• Molecular Weight: 384.398
• DSSTox Substance ID: DTXSID70697360
• Nikkaji Number: J2.584.589G
• Mol file: 1021913-04-1.mol

Synonyms:3-BROMO-7-CHLORO-6-IODOQUINOLIN-4-OL;1021913-04-1;3-Bromo-7-chloro-6-iodo-1H-quinolin-4-one;3-Bromo-7-chloro-6-iodo-quinolin-4-ol;3-bromo-7-chloro-6-iodo-4-Quinolinol;SCHEMBL4313678;DTXSID70697360;FLHMZLJOAWADLL-UHFFFAOYSA-N;AKOS015994843;AKOS015994858;SB72613;3-Bromo-6-iodo-7-chloroquinoline-4-ol;BS-44212;FT-0737615;3-Bromo-7-chloro-6-iodoquinolin-4(1H)-one

Chemical Property of 3-Bromo-7-chloro-6-iodoquinolin-4-OL

Chemical Property:

• PSA: 32.86000
• LogP: 3.54860
• Storage Temp.: 2-8°C
• XLogP3: 3.7
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 382.82095
• Heavy Atom Count: 14
• Complexity: 297

Purity/Quality:

98.5% ^*data from raw suppliers

3-Bromo-7-chloro-6-iodoquinolin-4-ol ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=C2C(=CC(=C1I)Cl)NC=C(C2=O)Br

Technology Process of 3-Bromo-7-chloro-6-iodoquinolin-4-OL

There total 5 articles about 3-Bromo-7-chloro-6-iodoquinolin-4-OL 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: 88.1%

7-chloro-6-iodoquinolin-4-ol (1021913-03-0) → 3-bromo-7-chloro-6-iodoquinolin-4-ol (1021913-04-1)

Guidance literature:

With N-Bromosuccinimide; In acetic acid; at 60 ℃; for 2h;

DOI:10.1016/j.tetlet.2008.03.040

Reference yield:

diethyl {[(3-chloro-4-iodophenyl)amino]methylidene}propanedioate (1021912-99-1) → 3-bromo-7-chloro-6-iodoquinolin-4-ol (1021913-04-1)

Guidance literature:

Multi-step reaction with 4 steps

1: diphenylether / 1 h / 250 °C

2: sodium hydroxide / water / Reflux

3: diphenylether / 1 h / 250 °C

4: N-Bromosuccinimide; acetic acid / 2 h / 60 °C

With N-Bromosuccinimide; acetic acid; sodium hydroxide; In diphenylether; water;

DOI:10.1021/jm101501b

Reference yield:

ethyl 7-chloro-4-hydroxy-6-iodoquinoline-3-carboxylate (1021913-01-8) → 3-bromo-7-chloro-6-iodoquinolin-4-ol (1021913-04-1)

Guidance literature:

Multi-step reaction with 3 steps

1: sodium hydroxide / water / Reflux

2: diphenylether / 1 h / 250 °C

3: N-Bromosuccinimide; acetic acid / 2 h / 60 °C

With N-Bromosuccinimide; acetic acid; sodium hydroxide; In diphenylether; water;

DOI:10.1021/jm101501b

upstream raw materials:

7-chloro-6-iodoquinolin-4-ol

diethyl {[(3-chloro-4-iodophenyl)amino]methylidene}propanedioate

ethyl 7-chloro-4-hydroxy-6-iodoquinoline-3-carboxylate

7-chloro-4-hydroxy-6-iodoquinoline-3-carboxylic acid

Downstream raw materials:

5-[7-chloro-3-(3,5-dimethylphenyl)-4-{2-[(2R)-piperidin-2-yl]ethoxy}quinolin-6-yl]pyridin-2-amine

7-chloro-3-(3,5-dimethylphenyl)-6-(6-methoxypyridin-3-yl)-4-{2-[(2R)-piperidin-2-yl]ethoxy}quinoline

7-chloro-6-(6-chloropyridin-3-yl)-3-(3,5-dimethylphenyl)-4-{2-[(2R)-piperidin-2-yl]ethoxy}quinoline

7-chloro-3-(3,5-dimethylphenyl)-6-(6-fluoropyridin-3-yl)-4-[2-(piperidin-2-yl)ethoxy]quinoline