1-[2-Fluoro-6-(trifluoromethyl)benzyl]-5-iodo-6-methylpyrimidine-2,4(1H,3H)-dione

Base Information

• Chemical Name: 1-[2-Fluoro-6-(trifluoromethyl)benzyl]-5-iodo-6-methylpyrimidine-2,4(1H,3H)-dione
• CAS No.: 1150560-54-5
• Molecular Formula: C13H9F4IN2O2
• Molecular Weight: 428.125
• Hs Code.: 2933599090
• Mol file: 1150560-54-5.mol

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

Chemical Property of 1-[2-Fluoro-6-(trifluoromethyl)benzyl]-5-iodo-6-methylpyrimidine-2,4(1H,3H)-dione

Chemical Property:

• PKA: 8.04±0.40(Predicted)
• PSA: 55.12000
• Density: 1.88±0.1 g/cm3(Predicted)
• LogP: 3.06810
• Storage Temp.: -20°C Freezer, Under inert atmosphere
• Solubility.: Chloroform (Slightly), DMSO (Slightly), Methanol (Slightly, Heated)

Purity/Quality:

99.9% ^*data from raw suppliers

1-{[2-Fluoro-6-(trifluoromethyl)phenyl]methyl}-5-iodo-6-methyl-1,2,3,4-tetrahydropyrimidine-2,4-dione ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: 1-[2-fluoro-6-(trifluoromethyl)benzyl]-5-iodo-6-methylpyrimidine-2,4(1H,3H)-dione is a useful research chemical. 1-{[2-fluoro-6-(trifluoromethyl)phenyl]methyl}-5-iodo-6-methyl-1,2,3,4-tetrahydropyrimidine-2,4-dione is an intermediate in the synthesis of Elagolix, a gonadotropin-releasing hormone antagonist (GnRH) used in the treatment of endometriosis.

Technology Process of 1-[2-Fluoro-6-(trifluoromethyl)benzyl]-5-iodo-6-methylpyrimidine-2,4(1H,3H)-dione

There total 7 articles about 1-[2-Fluoro-6-(trifluoromethyl)benzyl]-5-iodo-6-methylpyrimidine-2,4(1H,3H)-dione 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: 90.5%

1-[2-fluoro-6-(trifluoromethyl)benzyl]-6-methyl-2,4(1H,3H)-pyrimidinedione (830346-47-9) → 1-{[2-fluoro-6-(trifluoromethyl)phenyl]methyl}-5-iodo-6-methylpyrimidine-2,4(1H,3H)-dione (1150560-54-5)

Guidance literature:

With Iodine monochloride; In methanol; at 50 ℃; for 6h;

Reference yield:

2-fluoro-6-(trifluoromethyl)benzaldehyde (60611-24-7) → 1-{[2-fluoro-6-(trifluoromethyl)phenyl]methyl}-5-iodo-6-methylpyrimidine-2,4(1H,3H)-dione (1150560-54-5)

Guidance literature:

Multi-step reaction with 4 steps

1: hydroxylamine hydrochloride; sodium hydrogencarbonate / tetrahydrofuran; water / 1 h / 15 - 25 °C / Large scale

2: hydrogen / methanol / 60 - 70 °C / 15001.5 - 30003 Torr

3: N,N-dimethyl-formamide / 0.5 h / 140 °C

4: acetic acid; N-iodo-succinimide / 1 h / 50 °C

With N-iodo-succinimide; hydroxylamine hydrochloride; hydrogen; sodium hydrogencarbonate; acetic acid; In tetrahydrofuran; methanol; water; N,N-dimethyl-formamide;

Reference yield:

3-fluoro-trifluoromethylbenzene (401-80-9) → 1-{[2-fluoro-6-(trifluoromethyl)phenyl]methyl}-5-iodo-6-methylpyrimidine-2,4(1H,3H)-dione (1150560-54-5)

Guidance literature:

Multi-step reaction with 5 steps

1.1: N,N,N,N,-tetramethylethylenediamine; diisopropylamine; n-butyllithium / tetrahydrofuran; hexane / 1 h / -78 - -60 °C

1.2: -78 - -60 °C

2.1: hydroxylamine hydrochloride; sodium hydrogencarbonate / tetrahydrofuran; water / 1 h / 15 - 25 °C / Large scale

3.1: hydrogen / methanol / 60 - 70 °C / 15001.5 - 30003 Torr

4.1: N,N-dimethyl-formamide / 0.5 h / 140 °C

5.1: acetic acid; N-iodo-succinimide / 1 h / 50 °C

With N-iodo-succinimide; n-butyllithium; N,N,N,N,-tetramethylethylenediamine; hydroxylamine hydrochloride; hydrogen; sodium hydrogencarbonate; acetic acid; diisopropylamine; In tetrahydrofuran; methanol; hexane; water; N,N-dimethyl-formamide;

upstream raw materials:

1-[2-fluoro-6-(trifluoromethyl)benzyl]-6-methyl-2,4(1H,3H)-pyrimidinedione

3-fluoro-trifluoromethylbenzene

2-fluoro-6-(trifluoromethyl)benzaldehyde

2-fluoro-6-(trifluoromethyl)benzaldehyde oxime

Downstream raw materials:

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

5-(2-chloro-3-methoxy-phenyl)-1-(2-fluoro-6-trifluoromethyl-benzyl)-6-methyl-1H-pyrimidine-2,4-dione

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