5-(2-Fluoro-3-methoxyphenyl)-1-[[2-fluoro-6-(trifluoromethyl)phenyl]methyl]-6-methyl-2,4(1H,3H)-pyrimidinedione

Base Information

• Chemical Name: 5-(2-Fluoro-3-methoxyphenyl)-1-[[2-fluoro-6-(trifluoromethyl)phenyl]methyl]-6-methyl-2,4(1H,3H)-pyrimidinedione
• CAS No.: 1150560-59-0
• Molecular Formula: C20H15F5N2O3
• Molecular Weight: 426.343
• Mol file: 1150560-59-0.mol

Synonyms:5-(2-Fluoro-3-methoxyphenyl)-1-[[2-fluoro-6-(trifluoromethyl)phenyl]methyl]-6-methyl-2,4(1H,3H)-pyrimidinedione;elagolix intermediate 6;5-(2-fluoro-3-methoxyphenyl)-1-(2-fluoro-6-(trifluoromethyl)benzyl)-6-methylpyrimidine-2,4(1H,3H)-dione;Eelagolix-1

Chemical Property of 5-(2-Fluoro-3-methoxyphenyl)-1-[[2-fluoro-6-(trifluoromethyl)phenyl]methyl]-6-methyl-2,4(1H,3H)-pyrimidinedione

Chemical Property:

• PKA: 8.61±0.40(Predicted)
• PSA: 64.09000
• Density: 1.401±0.06 g/cm3(Predicted)
• LogP: 3.86590

Purity/Quality:

99.9% ^*data from raw suppliers

5-(2-Fluoro-3-methoxyphenyl)-1-(2-fluoro-6-(trifluoromethyl)benzyl)-6-methylpyrimidine-2,4(1H,3H)-dione 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Uses: 5-(2-Fluoro-3-methoxyphenyl)-1-[[2-fluoro-6-(trifluoromethyl)phenyl]methyl]-6-methyl-2,4(1H,3H)-pyrimidinedione can be used as an intermediate in organic synthesis Body and pharmaceutical intermediates are mainly used in laboratory research and development processes and chemical production processes. 5-?(2-?Fluoro-?3-?methoxyphenyl)?-?1-?[[2-?fluoro-?6-?(trifluoromethyl)?phenyl]?methyl]?-?6-?methyl-?2,?4(1H,?3H)?-?pyrimidinedione is an intermediate in the synthesis of Elagolix, a gonadotropin-releasing hormone antagonist (GnRH) used in the treatment of endometriosis.

Technology Process of 5-(2-Fluoro-3-methoxyphenyl)-1-[[2-fluoro-6-(trifluoromethyl)phenyl]methyl]-6-methyl-2,4(1H,3H)-pyrimidinedione

There total 39 articles about 5-(2-Fluoro-3-methoxyphenyl)-1-[[2-fluoro-6-(trifluoromethyl)phenyl]methyl]-6-methyl-2,4(1H,3H)-pyrimidinedione 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: 90.0%

2-fluoro-1-iodo-3-methoxybenzene (1080673-30-8) + C13H9F4IN2O2Zn → 5-(2-fluoro-3-methoxyphenyl)-1-{[2-fluoro-6-(trifluoromethyl)phenyl]methyl}-6-methylpyrimidine-2,4(1H,3H)-dione (1150560-59-0)

Guidance literature:

With tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; tris-(o-tolyl)phosphine; In N,N-dimethyl-formamide; at 50 - 60 ℃; for 1h; Inert atmosphere;

Reference yield: 88.4%

1-{[2-fluoro-6-(trifluoromethyl)phenyl]methyl}-5-iodo-6-methylpyrimidine-2,4(1H,3H)-dione (1150560-54-5) + (2-fluoro-3-methoxyphenyl)boronic acid (352303-67-4) → 5-(2-fluoro-3-methoxyphenyl)-1-{[2-fluoro-6-(trifluoromethyl)phenyl]methyl}-6-methylpyrimidine-2,4(1H,3H)-dione (1150560-59-0)

Guidance literature:

With dichloro[1,1'-bis(di-t-butylphosphino)ferrocene]palladium(II); potassium hydroxide; In water; acetone; at 40 - 45 ℃; for 2.5h;

Reference yield: 88.0%

1-{[2-fluoro-6-(trifluoromethyl)phenyl]methyl}-5-iodo-6-methylpyrimidine-2,4(1H,3H)-dione (1150560-54-5) + C7H6FIOZn → 5-(2-fluoro-3-methoxyphenyl)-1-{[2-fluoro-6-(trifluoromethyl)phenyl]methyl}-6-methylpyrimidine-2,4(1H,3H)-dione (1150560-59-0)

Guidance literature:

With tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; tris-(o-tolyl)phosphine; In N,N-dimethyl acetamide; at 60 - 70 ℃; for 3h; Inert atmosphere;

upstream raw materials:

1-{[2-fluoro-6-(trifluoromethyl)phenyl]methyl}-5-iodo-6-methylpyrimidine-2,4(1H,3H)-dione

(2-fluoro-3-methoxyphenyl)boronic acid

N-{[2-fluoro-6-(trifluoromethyl)phenyl]methyl}urea

5-bromo-6-methyluracil

Downstream raw materials:

3-[(2R)-amino-2-phenylethyl]-5-(2-fluoro-3-methoxyphenyl)-1-[2-fluoro-6-(trifluoromethyl)benzyl]-6-methyl-2,4(1H,3H)-pyrimidinedione trifluoroacetate

(R)-(2-(5-(2-fluoro-3-methoxyphenyl)-3-(2-fluoro-6-(trifluoromethyl)benzyl)-4-methyl-2,6-dioxo-3,6-dihydropyrimidin-1(2H)-yl)-1-phenylethyl)carbamic acid tert-butyl ester

4-((R)-2-[5-(2-fluoro-3-methoxyphenyl)-3-(2-fluoro-6-trifluoromethylbenzyl)-4-methyl-2,6-dioxo-3,6-dihydro-2H-pyrimidine-1-yl]-1-phenylethylamino)butyric acid ethyl ester

4-((R)-2-[5-(2- fluoro-3-methoxy-phenyl)-3-(2-fluoro-6-trifluoromethyl-benzyl)-4-methyl-2,6-dioxo-3,6-dihydro-2H-pyrimidin-1-yl ]-1- phenylethylamino)-butyric acid

Refernces

• 1、 -. "AN IMPROVED PROCESS FOR THE PREPARATION OF ELAGOLIX SODIUM". Page/Page column 13; 18; 19-20. . Retrieved 2021/04/10.
• 2、 -. "Method for preparing elagolix intermediate". . . Retrieved 2020/01/25.