4-Bromo-7-chloro-1H-indole

Base Information

• Chemical Name: 4-Bromo-7-chloro-1H-indole
• CAS No.: 126811-30-1
• Molecular Formula: C8H5BrClN
• Molecular Weight: 230.491
• Hs Code.: 2933990090
• DSSTox Substance ID: DTXSID80694562
• Wikidata: Q72517567
• Mol file: 126811-30-1.mol

Synonyms:4-Bromo-7-chloro-1H-indole;126811-30-1;7-Chloro-4-bromoindole;4-Bromo-7-chloroindole;1H-Indole, 4-bromo-7-chloro-;4-Bromo-7-chloro-indole;SCHEMBL264807;AMY7182;DTXSID80694562;ABBUZRXDYLQKRH-UHFFFAOYSA-N;MFCD08272254;AKOS016002295;SB15251;AC-24732;AS-53855;FT-0752422;P17204

Chemical Property of 4-Bromo-7-chloro-1H-indole

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.716
• Boiling Point: 345.818 °C at 760 mmHg
• PKA: 14.49±0.30(Predicted)
• Flash Point: 162.945 °C
• PSA: 15.79000
• Density: 1.773g/cm³
• LogP: 3.58380
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 3.4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 0
• Exact Mass: 228.92939
• Heavy Atom Count: 11
• Complexity: 153

Purity/Quality:

98%min ^*data from raw suppliers

4-Bromo-7-chloro-1H-indole ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=C2C=CNC2=C1Cl)Br

Technology Process of 4-Bromo-7-chloro-1H-indole

There total 2 articles about 4-Bromo-7-chloro-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: 44.0%

4-bromo-1-chloro-2-nitrobenzene (16588-24-2) + vinyl magnesium bromide (1826-67-1) → 4-bromo-7-chloro-1H-indole (126811-30-1)

Guidance literature:

4-bromo-1-chloro-2-nitrobenzene; vinyl magnesium bromide; In tetrahydrofuran; at -40 ℃; for 2h;

With ammonium chloride; In tetrahydrofuran; dihydrogen peroxide;

Reference yield:

4-Chloro-3-nitroaniline (635-22-3) → 4-bromo-7-chloro-1H-indole (126811-30-1)

Guidance literature:

Multi-step reaction with 2 steps

1.1: hydrogen bromide; sodium nitrite / water / 0 °C

1.2: 1 h

2.1: tetrahydrofuran / 2 h / -40 °C

With hydrogen bromide; sodium nitrite; In tetrahydrofuran; water;

Reference yield: 72.0%

4-bromo-7-chloro-1H-indole (126811-30-1) + 2-nitrophenylboronic acid (5570-19-4) → 7-chloro-4-(2-nitrophenyl)-1H-indole

Guidance literature:

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; potassium carbonate; In tetrahydrofuran; water; at 85 ℃; for 4h; Inert atmosphere;

upstream raw materials:

4-bromo-1-chloro-2-nitrobenzene

vinyl magnesium bromide

4-Chloro-3-nitroaniline

Refernces

• 1、 -. "AURORA AND FLT3 KINASES MODULATORS". Paragraph 0179; 0180. . Retrieved 2015/02/18.