B-(1-methyl-1H-indol-4-yl)-Boronic acid

Base Information

• Chemical Name: B-(1-methyl-1H-indol-4-yl)-Boronic acid
• CAS No.: 590417-56-4
• Molecular Formula: C9H10BNO2
• Molecular Weight: 174.9922
• Mol file: 590417-56-4.mol

Synonyms:1-Methyl-1H-indole-5-boronic acid;1-Methyl- 5-indolylboronic acid;

Chemical Property of B-(1-methyl-1H-indol-4-yl)-Boronic acid

Chemical Property:

• Boiling Point: 402.6 °C at 760 mmHg
• PKA: 9.16±0.30(Predicted)
• Flash Point: 1.16 g/cm³
• PSA: 45.39000
• Density: 1.16 g/cm³
• LogP: -0.14190
• Storage Temp.: 2-8°C

Purity/Quality:

98.5% ^*data from raw suppliers

1-Methy-1H-indol-4-ylboronicacid 96% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of B-(1-methyl-1H-indol-4-yl)-Boronic acid

There total 2 articles about B-(1-methyl-1H-indol-4-yl)-Boronic 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:

4-bromo-1-methyl-1H-indole (590417-55-3) → (1-methyl-1H-indol-4-yl)boronic acid (590417-56-4)

Guidance literature:

4-bromo-1-methyl-1H-indole; With n-butyllithium; In tetrahydrofuran; pentane; at -78 ℃; for 1h;

With Triisopropyl borate; In tetrahydrofuran; pentane; at 20 ℃; for 4h;

Reference yield:

4-chloro-1-methyl-1H-indole (77801-91-3) → (1-methyl-1H-indol-4-yl)boronic acid (590417-56-4)

Guidance literature:

With tetrahydroxydiboron; (chloro(2-dicyclohexylphosphino-2′,4′,6′-triisopropyl-1,1′-biphenyl)[2-(2′-amino-1,1′-biphenyl)]palladium(II)); potassium acetate; XPhos; In ethanol; at 80 ℃; for 5h; Inert atmosphere;

DOI:10.1021/ja303181m

Reference yield: 77.0%

(1-methyl-1H-indol-4-yl)boronic acid (590417-56-4) + methyl 5-oxo-2-phenyl-3-(p-tolylthio)pyrrolidine-3-carboxylate → C28H26N2O3S

Guidance literature:

With copper diacetate; triethylamine; In acetonitrile; at 23 ℃; for 48h; Molecular sieve;

DOI:10.1073/pnas.1015261108

upstream raw materials:

4-bromo-1-methyl-1H-indole

4-chloro-1-methyl-1H-indole

Downstream raw materials:

C₂₂H₂₃N₅O