2-(5-Bromo-2-methylbenzyl)-5-(4-fluorophenyl)thiophene

Base Information

• Chemical Name: 2-(5-Bromo-2-methylbenzyl)-5-(4-fluorophenyl)thiophene
• CAS No.: 1030825-20-7
• Molecular Formula: C18H14BrFS
• Molecular Weight: 361.278
• Hs Code.: 2934999090
• Mol file: 1030825-20-7.mol

Synonyms:Thiophene, 2-[(5-bromo-2-methylphenyl)methyl]-5-(4-fluorophenyl)-;

Chemical Property of 2-(5-Bromo-2-methylbenzyl)-5-(4-fluorophenyl)thiophene

Chemical Property:

• Melting Point: 103 °C
• Boiling Point: 438.3±40.0 °C(Predicted)
• PSA: 28.24000
• Density: 1.388
• LogP: 6.21590
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• Solubility.: DMSO (Slightly, Heated), Hexanes (Slightly, Heated)

Purity/Quality:

99% ^*data from raw suppliers

2-[(5-Bromo-2-methylphenyl)methyl]-5-(4-fluorophenyl)thiophene ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: 2-[(5-Bromo-2-methylphenyl)methyl]-5-(4-fluorophenyl)thiophene is an antidiabetic agent that can be used to prepare Canagliflozin (C175190), a sodium-dependent glucose co-transporter 2 (SGLT2) inhibitor for the treatment of type 2 diabetes mellitus.

Technology Process of 2-(5-Bromo-2-methylbenzyl)-5-(4-fluorophenyl)thiophene

There total 31 articles about 2-(5-Bromo-2-methylbenzyl)-5-(4-fluorophenyl)thiophene 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: 87.0%

para-bromotoluene (106-38-7) + 2-chloromethyl-5-(4-fluorophenyl)thiophene → 3-[[5-(4-fluorophenyl)-2-thienyl]methyl]-4-methylphenyl bromide (1030825-20-7)

Guidance literature:

With aluminum (III) chloride; In ethyl acetate; at 80 ℃; for 8h; Cooling with ice;

Reference yield: 86.0%

5-(5-bromo-2-methylphenyl)-1-(4-fluorophenyl)pentane-1,4-dione → 3-[[5-(4-fluorophenyl)-2-thienyl]methyl]-4-methylphenyl bromide (1030825-20-7)

Guidance literature:

With Lawessons reagent; In toluene; for 4h; Solvent; Reflux;

Reference yield: 85.9%

2-(4-fluorophenyl)thiophene (58861-48-6) + 5-bromo-2-methylbenzoic acid (79669-49-1) → 3-[[5-(4-fluorophenyl)-2-thienyl]methyl]-4-methylphenyl bromide (1030825-20-7)

Guidance literature:

5-bromo-2-methylbenzoic acid; With thionyl chloride; In dichloromethane; N,N-dimethyl-formamide; at 50 ℃; for 1h;

With titanium tetrachloride; In dichloromethane; N,N-dimethyl-formamide; at 0 - 5 ℃; for 0.416667h;

2-(4-fluorophenyl)thiophene; In dichloromethane; N,N-dimethyl-formamide; at 5 ℃; for 17h;

upstream raw materials:

(5-bromo-2-methylphenyl)[5-(p-fluorophenyl)thiophene-2-yl]methanone

1-Bromo-4-fluorobenzene

2-(4-fluorophenyl)thiophene

5-bromo-2-methylbenzoyl?chloride

Downstream raw materials:

(2-(4-fluorophenyl)-5-[(5-iodo-2-methylphenyl)methyl]thiophene)

(1R,4R,5S,6R)-4,5,6-tris(benzyloxy)-3-(benzyloxymethyl)-1-(3-((5-(4-fluorophenyl)thiophen-2-yl)methyl)-4-methylphenyl)cyclohex-2-enol

(2R,3R,4R,5S,6S)-2-(acetoxymethyl)-6-(3-((5-(4-fluorophenyl)thiophen-2-yl)methyl)-4-methylphenyl)tetrahydro-2H-pyran-3,4,5-triyl triacetate

methyl 1-C-(3-{[5-(4-fluorophenyl)-2-thienyl]methyl}-4-methyl-phenyl)-D-glucopyranoside

Refernces

• 1、 -. "Preparation method of intermediate". . . Retrieved 2020/06/29.
• 2、 -. "Preparation method of 2-(4-fluorophenyl)-5-[(5-bromo-2-methylphenyl)methyl]thiophene". Paragraph 0037; 0046-0049; 0058-0059; 0068. . Retrieved 2020/04/17.