5-Bromo-7-methyl-1H-indole

Base Information

• Chemical Name: 5-Bromo-7-methyl-1H-indole
• CAS No.: 15936-81-9
• Molecular Formula: C9H8BrN
• Molecular Weight: 210.073
• Hs Code.: 2933990090
• Mol file: 15936-81-9.mol

Synonyms:5-Bromo-7-methylindole;

Chemical Property of 5-Bromo-7-methyl-1H-indole

Chemical Property:

• Refractive Index: n20/D1.648
• Boiling Point: 165 °C(Press: 0.1 Torr)
• PKA: 16.34±0.30(Predicted)
• Flash Point: >110℃
• PSA: 15.79000
• Density: 1.503 g/mL at 25 °C
• LogP: 3.23880
• Storage Temp.: Sealed in dry,Room Temperature

Purity/Quality:

NLT 98% ^*data from raw suppliers

5-Bromo-7-methyl-1H-indole ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xn
• Statements: 22-37/38-41
• Safety Statements: 26-39

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 5-Bromo-7-methyl-1H-indole

There total 3 articles about 5-Bromo-7-methyl-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: 80.0%

4-bromo-6-(trimethylsilylacetylenyl)-2-methylaniline → 7-methyl-5-bromo-1H-indole (15936-81-9)

Guidance literature:

With potassium tert-butylate; sodium hydride; In N,N-dimethyl-formamide; at 20 - 60 ℃; for 2h; Solvent; Inert atmosphere;

Reference yield:

5-bromo-7-methyl-indole-2-carboxylic acid ethyl ester (15936-73-9) → 7-methyl-5-bromo-1H-indole (15936-81-9)

Guidance literature:

With potassium hydroxide; In quinoline; hydrogenchloride; (2S)-N-methyl-1-phenylpropan-2-amine hydrate; ethanol; water; isopropyl alcohol;

Reference yield:

4-Bromo-2-methylaniline (583-75-5) → 7-methyl-5-bromo-1H-indole (15936-81-9)

Guidance literature:

Multi-step reaction with 3 steps

1: acetic acid; N-iodo-succinimide / 2 h / 20 - 30 °C

2: triethylamine; trans-bis(triphenylphosphine)palladium dichloride; copper(l) iodide / tetrahydrofuran / 2 h / 20 °C / Inert atmosphere

3: sodium hydride; potassium tert-butylate / N,N-dimethyl-formamide / 2 h / 20 - 60 °C / Inert atmosphere

With N-iodo-succinimide; copper(l) iodide; trans-bis(triphenylphosphine)palladium dichloride; potassium tert-butylate; sodium hydride; acetic acid; triethylamine; In tetrahydrofuran; N,N-dimethyl-formamide; 2: |Sonogashira Cross-Coupling;

upstream raw materials:

5-bromo-7-methyl-indole-2-carboxylic acid ethyl ester

4-Bromo-2-methylaniline

Downstream raw materials:

5-bromo-7-methyl-1H-indole-3-carbaldehyde

3-[(7-methyl-1H-indol-5-yl)amino]phenol

Refernces

• 1、 -. "Calcitonin gene related peptide receptor antagonists". . . Retrieved 2008/06/13.