3-bromo-1H-indole-2-carboxylic acid

Base Information

• Chemical Name: 3-bromo-1H-indole-2-carboxylic acid
• CAS No.: 28737-33-9
• Molecular Formula: C9H6BrNO2
• Molecular Weight: 240.05
• Hs Code.: 29339980
• European Community (EC) Number: 885-788-1
• DSSTox Substance ID: DTXSID30368105
• Wikidata: Q82154431
• Mol file: 28737-33-9.mol

Synonyms:3-bromo-1H-indole-2-carboxylic acid;28737-33-9;3-Bromoindole-2-carboxylic Acid;1H-Indole-2-carboxylic acid, 3-bromo-;MFCD02710285;Enamine_001100;3-BROMOINDOLE-2-CARBOXYLICACID;1H-Indole-2-carboxylicacid, 3-bromo-;Oprea1_720659;SCHEMBL2813085;DTXSID30368105;KOTZNHLNBDTYMS-UHFFFAOYSA-N;HMS1397B22;AMY20266;BCP11466;3-Bromo-1H-Indole-2-Carboxylicacid;ZINC03201434;AKOS001023013;AC-7428;GC-0773;SY006239;3-bromoindole-2-carboxylic acid, AldrichCPR;CS-0038013;FT-0681077;EN300-38910;A24272;J-511798;Z56796061

Chemical Property of 3-bromo-1H-indole-2-carboxylic acid

Chemical Property:

• Appearance/Colour: Pinkish-beige crystalline powder
• Vapor Pressure: 5.82E-09mmHg at 25°C
• Melting Point: 185-188 °C
• Refractive Index: 1.749
• Boiling Point: 452.081 °C at 760 mmHg
• PKA: 3.09±0.30(Predicted)
• Flash Point: 227.211 °C
• PSA: 53.09000
• Density: 1.838 g/cm³
• LogP: 2.62860
• Storage Temp.: 2-8°C
• XLogP3: 2.6
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 238.95819
• Heavy Atom Count: 13
• Complexity: 222

Purity/Quality:

99% ^*data from raw suppliers

3-Bromoindole-2-carboxylicacid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 36/37/38-21/22-36-22
• Safety Statements: 36/37/39-26

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C2C(=C1)C(=C(N2)C(=O)O)Br
• Uses: 3-Bromoindole-2-carboxylic acid has been used to study the ?effect of Mimetic CDK9 Inhibitors on HIV-1-Activated Transcription.

Technology Process of 3-bromo-1H-indole-2-carboxylic acid

There total 6 articles about 3-bromo-1H-indole-2-carboxylic acid 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%

Indole-2-carboxylic acid (1477-50-5,1228050-17-6) → 3-bromo-1H-indole-2-carboxylic acid (28737-33-9)

Guidance literature:

With hydrogen bromide; dimethyl sulfoxide; In water; ethyl acetate; at 60 ℃; for 1h;

DOI:10.1021/acs.orglett.5b00932

Reference yield: 88.0%

3-bromo-1H-indole-2-carboxylic acid ethyl ester (91348-45-7) → 3-bromo-1H-indole-2-carboxylic acid (28737-33-9)

Guidance literature:

With hydrogenchloride; sodium hydroxide; In ethanol; water;

Reference yield:

2-carbethoxyindole (3770-50-1,117770-52-2) → 3-bromo-1H-indole-2-carboxylic acid (28737-33-9)

Guidance literature:

Multi-step reaction with 2 steps

1: benzene

2: KOH-solution

With potassium hydroxide; benzene;

upstream raw materials:

Indole-2-carboxylic acid

3-bromo-1H-indole-2-carboxylic acid ethyl ester

2-carbethoxyindole

2-ethoxycarbonyl-1-hydroxyindole

Downstream raw materials:

ethyl 1-{[4'-(benzyloxy)biphenyl-3-yl]methyl}-3-bromo-1H-indole-2-carboxylate

Refernces

• 1、 -. "CHEMICAL COMPOUNDS". Page/Page column 88. . Retrieved 2009/01/24.