ChemicalBook CAS DataBase List 2-(4-Fluorophenyl)-5-[(5-iodo-2-methylphenyl)methyl]thiophene

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

9synthesis methods

Product Name:2-(4-Fluorophenyl)-5-[(5-iodo-2-methylphenyl)methyl]thiophene
CAS Number:898566-17-1
Molecular formula:C18H14FIS
Molecular Weight:408.27

2-(5-BroMo-2-Methylbenzyl)-5-(4-fluorophenyl)thiophene

1030825-20-7
374 suppliers
$15.00/250mg

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

898566-17-1
307 suppliers
$8.00/250mg

Yield:898566-17-1 94.9 g

Reaction Conditions:

with copper(l) iodide;sodium iodide;N,N`-dimethylethylenediamine in diethylene glycol dimethyl ether;toluene for 36 h;Inert atmosphere;Reflux;

Steps:

1 (1) 2-(5-Iodo-2-methylbenzyl)-5-(4-fluorophenyl) thiophene
10098] 2-(5-Bromo-2-methylbenzyl)-5-(4-fluorophenyl)thiophene (100 g; see WO 2005/012326 pamphlet) was dissolved in toluene (300 mL) at room temperature under N2 atmosphere. Sodium iodide (83 g), copper (I) iodide (2.64 g), N,N’-dimethyl ethylenediamine (2.94 mL) and diglyme (50 mL) was added to the mixture at room temperature. The reaction mixture was heated to reflux temperature and stirred for 36 hours. Ethyl acetate (300 mL) was added to the mixture at 40° C. and the mixture was filtered using activated carbon pre-coated filtet The filtrate was washed and then evaporated. The resulting residue was suspended in methanol (426 mL) at reflux temperature for 75 minutes. The resulting slurry was cooled to 25° C. and stirred for 1 hout The precipitate was filtered and washed with methanol, then dried at 50° C. in vacuo to give 2-(5-iodo-2-methylbenzyl)-5-(4-fluorophenyl) thiophene (94.9 g) as white crystals. mlz (APCI), 409 (M+ H);mp 109-110° C.

References:

MITSUBISHI TANABE PHARMA CORPORATION;SUGIMOTO, Masaaki;KINOSHITA, Hajime;TOKUDA, Takayuki US2016/228375, 2016, A1 Location in patent:Paragraph 0097; 0098

58861-48-6 Synthesis