2-(5-fluoro-2-(methylthio)phenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

Base Information

• Chemical Name: 2-(5-fluoro-2-(methylthio)phenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane
• CAS No.: 1428532-52-8
• Molecular Formula: C₁₃H₁₈BFO₂S
• Molecular Weight: 268.16
• Mol file: 1428532-52-8.mol

Synonyms:2-(5-fluoro-2-(methylthio)phenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

Chemical Property of 2-(5-fluoro-2-(methylthio)phenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

Chemical Property:

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-(5-fluoro-2-(methylthio)phenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

There total 1 articles about 2-(5-fluoro-2-(methylthio)phenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane 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: 45.0%

p-fluorothioanisole (371-15-3) + bis(pinacol)diborane (73183-34-3) → 2-(5-fluoro-2-(methylthio)phenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (1428532-52-8)

Guidance literature:

With (1,5-cyclooctadiene)(methoxy)iridium(I) dimer; 5-phenyl-2,2’-bipyridine; In para-xylene; at 60 ℃; for 24h; regioselective reaction; Sealed tube;

DOI:10.1021/acs.orglett.0c00946

Reference yield:

(S)-1-(4-(4-chloro-6-(3-methylmorpholino)-1,3,5-triazin-2-yl)phenyl)-3-methylurea (1428532-49-3) + 2-(5-fluoro-2-(methylthio)phenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (1428532-52-8) → (S)-1-(4-(4-(5-fluoro-2-(methylthio)phenyl)-6-(3-methylmorpholin-4-yl)-1,3,5-triazin-2-yl)phenyl)-3-methylurea (1428532-50-6)

Guidance literature:

With bis-triphenylphosphine-palladium(II) chloride; sodium carbonate; In 1,2-dimethoxyethane; at 100 ℃; for 1h; Microwave irradiation;

Reference yield:

(S)-1-(4-(4-chloro-6-(3-methylmorpholino)-1,3,5-triazin-2-yl)phenyl)-3-methylurea (1428532-49-3) + 2-(5-fluoro-2-(methylthio)phenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (1428532-52-8) → (S)-1-(4-(4-(5-fluoro-2-(methylsulfonyl)phenyl)-6-(3-methylmorpholino)-1,3,5-triazin-2-yl)phenyl)-3-methylurea (1428531-94-5)

Guidance literature:

Multi-step reaction with 2 steps

1: bis-triphenylphosphine-palladium(II) chloride; sodium carbonate / 1,2-dimethoxyethane / 1 h / 100 °C / Microwave irradiation

2: Oxone / tetrahydrofuran; methanol; water / 0 - 20 °C

With bis-triphenylphosphine-palladium(II) chloride; Oxone; sodium carbonate; In tetrahydrofuran; methanol; 1,2-dimethoxyethane; water; 1: |Suzuki Coupling;

upstream raw materials:

p-fluorothioanisole

bis(pinacol)diborane

Downstream raw materials:

(S)-1-(4-(4-(5-fluoro-2-(methylthio)phenyl)-6-(3-methylmorpholin-4-yl)-1,3,5-triazin-2-yl)phenyl)-3-methylurea

(S)-1-(4-(4-(5-fluoro-2-(methylsulfonyl)phenyl)-6-(3-methylmorpholino)-1,3,5-triazin-2-yl)phenyl)-3-methylurea