5-Bromo-6-methyl indole

Base Information

• Chemical Name: 5-Bromo-6-methyl indole
• CAS No.: 1000343-13-4
• Molecular Formula: C9H8BrN
• Molecular Weight: 210.07052
• Hs Code.: 2933990090
• Mol file: 1000343-13-4.mol

Synonyms:5-BROMO-6-METHYL INDOLE

Chemical Property of 5-Bromo-6-methyl indole

Chemical Property:

• Boiling Point: 320.1±22.0 °C(Predicted)
• PKA: 16.40±0.30(Predicted)
• PSA: 15.79000
• Density: 1.563±0.06 g/cm3(Predicted)
• LogP: 3.23880
• Storage Temp.: Sealed in dry,Room Temperature

Purity/Quality:

98%,99%, ^*data from raw suppliers

5-Bromo-6-methyl-1H-indole ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 5-Bromo-6-methyl indole

There total 4 articles about 5-Bromo-6-methyl 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: 88.8%

methyl (4-bromo-5-methyl-2-((trimethylsilyl)ethynyl)phenyl)carbamate → 5-bromo-6-methyl-1H-indole (1000343-13-4)

Guidance literature:

With sodium ethanolate; In ethanol; at 80 ℃;

DOI:10.1021/jacs.5b05339

Reference yield:

methyl (4-bromo-3-methylphenyl)carbamate → 5-bromo-6-methyl-1H-indole (1000343-13-4)

Guidance literature:

Multi-step reaction with 3 steps

1.1: N-iodo-succinimide; trifluorormethanesulfonic acid / acetonitrile / 0 - 20 °C

2.1: copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; triethylamine / tetrahydrofuran / 1 h / 20 °C

2.2: 1 h / 20 °C

3.1: sodium ethanolate / ethanol / 80 °C

With N-iodo-succinimide; copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; trifluorormethanesulfonic acid; sodium ethanolate; triethylamine; In tetrahydrofuran; ethanol; acetonitrile;

Reference yield:

amino-5-bromo-2-toluene (6933-10-4) → 5-bromo-6-methyl-1H-indole (1000343-13-4)

Guidance literature:

Multi-step reaction with 4 steps

1.1: sodium hydrogencarbonate / water; dichloromethane / 2 h / 20 °C / Cooling with ice

2.1: N-iodo-succinimide; trifluorormethanesulfonic acid / acetonitrile / 0 - 20 °C

3.1: copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; triethylamine / tetrahydrofuran / 1 h / 20 °C

3.2: 1 h / 20 °C

4.1: sodium ethanolate / ethanol / 80 °C

With N-iodo-succinimide; copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; trifluorormethanesulfonic acid; sodium ethanolate; sodium hydrogencarbonate; triethylamine; In tetrahydrofuran; ethanol; dichloromethane; water; acetonitrile;

upstream raw materials:

amino-5-bromo-2-toluene

Downstream raw materials:

3-methyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-indole

6-methyl-1H-indole-5-carbonitrile

5-bromo-6-methyl-1H-indole-3-carbaldehyde

5-{4-[1-(hydroxymethyl)cyclopropyl]phenyl}-6-methyl-1H-indole-3-carboxylic acid

Refernces

• 1、 -. "HOMOALLYLAMINES AS FORMALDEHYDE-RESPONSIVE TRIGGERS". Paragraph 00216. . Retrieved 2017/03/14.