7-bromo-5-fluoro-1H-indole

Base Information

• Chemical Name: 7-bromo-5-fluoro-1H-indole
• CAS No.: 408355-23-7
• Molecular Formula: C8H5BrFN
• Molecular Weight: 214.037
• Hs Code.: 2933990090
• European Community (EC) Number: 691-023-0
• DSSTox Substance ID: DTXSID60397342
• Wikidata: Q72456055
• Mol file: 408355-23-7.mol

Synonyms:7-bromo-5-fluoro-1H-indole;408355-23-7;7-Bromo-5-fluoroindole;1H-Indole, 7-bromo-5-fluoro-;MFCD04037875;5-fluoro-7-bromoindole;7-bromo-5-fluoro-indol;7-Bromo-5-fluoro-indole;SCHEMBL1137858;7-Bromo-5-fluoroindole, 95%;DTXSID60397342;XOMFQRPHXMTJSG-UHFFFAOYSA-N;AMY14087;AKOS015834655;CS-W022532;PB42778;DS-16250;SY103922;BB 0260878;FT-0677001;A873216

Chemical Property of 7-bromo-5-fluoro-1H-indole

Chemical Property:

• Vapor Pressure: 0.000829mmHg at 25°C
• Melting Point: 20-25°C
• Refractive Index: 1.68
• Boiling Point: 315.1 °C at 760 mmHg
• Flash Point: 144.3 °C
• PSA: 15.79000
• Density: 1.75 g/cm³
• LogP: 3.06950
• Storage Temp.: 2-8°C
• Sensitive.: Light Sensitive
• XLogP3: 2.8
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 212.95894
• Heavy Atom Count: 11
• Complexity: 153

Purity/Quality:

99%Min. ^*data from raw suppliers

7-Bromo-5-fluoroindole ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi,Xn
• Statements: 22-37/38-41
• Safety Statements: 26-36/37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CNC2=C(C=C(C=C21)F)Br
• Uses: 7-Bromo-5-fluoroindole is an HIV-1 attachment inhibitor.

Technology Process of 7-bromo-5-fluoro-1H-indole

There total 4 articles about 7-bromo-5-fluoro-1H-indole 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: 57.0%

2-bromo-4-fluoronitrobenzene (700-36-7) + vinyl magnesium bromide (1826-67-1) → 7-bromo-5-fluoro-1H-indole (408355-23-7)

Guidance literature:

In tetrahydrofuran; at -40 ℃;

DOI:10.1002/ejoc.200600118

Reference yield: 52.2%

2-bromo-4-fluoroaniline (1003-98-1) + chloroacetonitrile (107-14-2) + 1,2-dichloro-ethane (107-06-2,52399-93-6) → 7-bromo-5-fluoro-1H-indole (408355-23-7)

Guidance literature:

With hydrogenchloride; sodium borohydrid; boron trichloride; aluminium trichloride; In 1,4-dioxane; dichloromethane; water;

Reference yield:

3-fluorobromobenzene (1073-06-9) → 7-bromo-5-fluoro-1H-indole (408355-23-7)

Guidance literature:

Multi-step reaction with 2 steps

1: 76 percent / nitric acid; sulfuric acid; water / 0 °C

2: 57 percent / tetrahydrofuran / -40 °C

With sulfuric acid; water; nitric acid; In tetrahydrofuran;

DOI:10.1002/ejoc.200600118

upstream raw materials:

2-bromo-4-fluoronitrobenzene

vinyl magnesium bromide

3-fluorobromobenzene

2-bromo-4-fluoroaniline

Downstream raw materials:

5-fluoroindole-7-carboxylic acid

5-fluoro-1-[4-trifluoromethyl-benzyl]-1H-indole-7-carboxylic acid

4-{1-[({5-fluoro-1-[4-trifluoromethyl-benzyl]-1H-indol-7-yl}carbonyl)amino]cyclopropyl}benzoic acid

methyl 4-{1-[({5-fluoro-1-[4-trifluoromethyl-benzyl]-1H-indol-7-yl}carbonyl)amino]cyclopropyl}benzoate

Refernces

• 1、 -. "COMPOUNDS". Page/Page column 107. . Retrieved 2010/01/12.
• 2、 Schlosser, Manfred,Ginanneschi, Assunta,Leroux, Frederic. "In search of simplicity and flexibility: A rational access to twelve fluoroindolecarboxylic acids". . p. 2956 - 2969. Retrieved 2007/10/03.