Methyl 4-(4-fluorophenyl)-6-isopropyl-2-[(N-methyl-N-methylsulfonyl)amino]pyrimidine-5-carboxylate

Base Information

• Chemical Name: Methyl 4-(4-fluorophenyl)-6-isopropyl-2-[(N-methyl-N-methylsulfonyl)amino]pyrimidine-5-carboxylate
• CAS No.: 289042-11-1
• Molecular Formula: C17H20FN3O4S
• Molecular Weight: 381.428
• Hs Code.: 2935009090
• European Community (EC) Number: 608-290-6
• DSSTox Substance ID: DTXSID90433000
• Nikkaji Number: J1.836.215E
• Wikidata: Q72490850
• Mol file: 289042-11-1.mol

Synonyms:289042-11-1;Methyl 4-(4-fluorophenyl)-6-isopropyl-2-[(N-methyl-N-methylsulfonyl)amino]pyrimidine-5-carboxylate;methyl 4-(4-fluorophenyl)-2-[methyl(methylsulfonyl)amino]-6-propan-2-ylpyrimidine-5-carboxylate;methyl 4-(4-fluorophenyl)-6-isopropyl-2-(N-methylmethylsulfonamido)pyrimidine-5-carboxylate;Methyl 4-(4-fluorophenyl)-6-isopropyl-2-(N-methyl-N-methylsulfonyl)amino] pyrimidine-5-carboxylate;methyl 4-(4-fluorophenyl)-6-isopropyl-2-[methyl(methylsulfonyl)amino]pyrimidine-5-carboxylate;SCHEMBL1752130;AMY4164;DTXSID90433000;BCP12235;AC-448;MFCD08235142;AKOS000280358;SB58346;AS-19277;Methyl 4-(4-fluorophenyl)-6-isopropyl-2-(N-methanesulfonyl-N-methylamino)-pyrimidine-5-carboxylate;methyl 4-(4-fluorophenyl)-6-isopropyl-2-(N-methanesulphonyl-N-methylamino)pyrimidine-5-carboxylate;Methyl 4-(4-Fluorophenyl)-6-isopropyl-2-[N-methyl-N-(methylsulfonyl)amino]pyrimidine-5-carboxylate;methyl4-(4-fluorophenyl)-6-isopropyl-2-[(n-methyl-n-methylsulfonyl)amino]pyrimidine-5-carboxylate;FT-0650430;A24786;J-522243;-(4-Fluorophenyl)-6-Isopropyl-2-(N-Methyl-N-Methylsulfonylamino)Pyrimidine-5-Carboxylate;4-(4-Fluorophenyl)-6-isopropyl-2-(N-methyl-N-methylsulfonylamino)pyrimidine-5-carboxylate;Methyl 4-(4-Fluorophenyl)-6-(1-methylethyl)-2-(methanesulfonamido)pyrimidine-5-carboxylate;methyl 4-(4-fluorophenyl)-6isopropyl-2-[methyl(methylsulfonyl)amino]pyrimidine-5-carboxylate;4-(4-Fluorophenyl)-6-isopropyl-2-(N-mesyl-N-methylamino)pyrimidine-5-carboxylic acid methyl ester;4-(4-FLUOROPHENYL)-6-ISOPROPYL-2-[(METHANESULFONYL)METHYLAMINO]PYRIMIDINE-5-CARBOXYLIC ACID METHYL ESTER;4-(4-fluorophenyl)-6-isopropyl-5-methoxycarbonyl-2-(N-methyl-N-methanesul-fonylamino)-pyrimidine;4-(4-fluorophenyl)-6-isopropyl-5-methoxycarbonyl-2-(N-methyl-N-methanesul-fonylamino)pyrimidine;4-(4-fluorophenyl)-6-isopropyl-5-methoxycarbonyl-2-(N-methyl-N-methanesulfonylamino)-pyrimidine;4-(4-fluorophenyl)-6-isopropyl-5-methoxycarbonyl-2-(N-methyl-N-methanesulfonylamino)pyrimidine;methyl 4-(4-fluoro-phenyl)-6-isopropyl-2-(N-methanesulphonyl-N-methyl-amino)pyrimidine-5-carboxylate;Methyl 4-(4-fluorophenyl)-2-[(methanesulfonyl)(methyl)amino]-6-(propan-2-yl)pyrimidine-5-carboxylate;Methyl 4-(4-fluorophenyl)-6-isopropyl-2-(N-methane-sulphonyl-N-methylamino)pyrimidine-5-carboxylate;METHYL 4-(4-FLUOROPHENYL)-6-ISOPROPYL-2-[(N-METHYL-N-METHYLSULFONYL)AMINO]PYRIMIDINE-5-CARBOXYLATE(Z6);Methyl 4-(4-fluorophenyl)-6-isopropyl-2-[N-methyl-N- (methylsulfonyl)amino]pyrimidine-5-carboxylate

Chemical Property of Methyl 4-(4-fluorophenyl)-6-isopropyl-2-[(N-methyl-N-methylsulfonyl)amino]pyrimidine-5-carboxylate

Chemical Property:

• Appearance/Colour: White or off-white powder
• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.557
• Boiling Point: 551.956 °C at 760 mmHg
• PKA: -1.85±0.10(Predicted)
• Flash Point: 287.613 °C
• PSA: 97.84000
• Density: 1.305 g/cm³
• LogP: 3.66930
• Storage Temp.: 2-8°C
• Solubility.: Chloroform (Slightly), Ethyl Acetate (Slightly)
• XLogP3: 2.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 8
• Rotatable Bond Count: 6
• Exact Mass: 381.11585546
• Heavy Atom Count: 26
• Complexity: 587

Purity/Quality:

99% ^*data from raw suppliers

Methyl4-(4-Fluorophenyl)-6-isopropyl-2-[N-methyl-N-(methylsulfonyl)amino]pyrimidine-5-carboxylate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)C1=NC(=NC(=C1C(=O)OC)C2=CC=C(C=C2)F)N(C)S(=O)(=O)C
• Uses: An intermediate of Rosuvastatin (R700500).

Technology Process of Methyl 4-(4-fluorophenyl)-6-isopropyl-2-[(N-methyl-N-methylsulfonyl)amino]pyrimidine-5-carboxylate

There total 21 articles about Methyl 4-(4-fluorophenyl)-6-isopropyl-2-[(N-methyl-N-methylsulfonyl)amino]pyrimidine-5-carboxylate 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: 94.0%

4-(4-fluorophenyl)-6-isopropyl-5-methoxycarbonyl-3,4-dihydropyrimidine-2(1H)-one + N-methylmethane sulphonamide (1184-85-6) → methyl 4-(4-fluorophenyl)-6-isopropyl-2-(N-methanesulphonyl-N-methylamino)pyrimidine-5-carboxylate (289042-11-1)

Guidance literature:

4-(4-fluorophenyl)-6-isopropyl-5-methoxycarbonyl-3,4-dihydropyrimidine-2(1H)-one; With potassium carbonate; p-toluenesulfonyl chloride; In acetic acid butyl ester; at 45 ℃; for 0.5h;

N-methylmethane sulphonamide; With potassium carbonate; In acetic acid butyl ester; at 125 ℃; for 3h;

Reference yield: 93.2%

N-methylmethane sulphonamide (1184-85-6) + 2-chloro-4-(4-fluoro-phenyl)-6-isopropyl-pyrimidine-5-carboxylic acid methyl ester (488798-38-5) → methyl 4-(4-fluorophenyl)-6-isopropyl-2-(N-methanesulphonyl-N-methylamino)pyrimidine-5-carboxylate (289042-11-1)

Guidance literature:

N-methylmethane sulphonamide; With sodium hydride; In acetonitrile; mineral oil; for 0.0833333h;

2-chloro-4-(4-fluoro-phenyl)-6-isopropyl-pyrimidine-5-carboxylic acid methyl ester; In acetonitrile; mineral oil; for 7h; Reagent/catalyst; Solvent; Reflux;

DOI:10.1002/jhet.2785

Reference yield: 92.42%

4-(4-fluorophenyl)-6-isopropyl-2-(methylsulfonyl)pyrimidine-5-carboxylic acid methyl ester (799842-06-1) + sodium salt of N-methyl-N-methylsulfonylamine (41881-75-8) → methyl 4-(4-fluorophenyl)-6-isopropyl-2-(N-methanesulphonyl-N-methylamino)pyrimidine-5-carboxylate (289042-11-1)

Guidance literature:

In N,N-dimethyl-formamide; at 30 ℃; for 1h;

upstream raw materials:

4-(4-fluorophenyl)-6-isopropyl-2-(methylsulfonyl)pyrimidine-5-carboxylic acid methyl ester

N-methylmethane sulphonamide

methyl 4-(4-fluorophenyl)-6-isopropyl-2-methylsulfinylpyrimidine-5-carboxylate

methyl 4-(4-fluorophenyl)-6-isopropyl-2-(methylamino)pyrimidine-5-carboxylate

Downstream raw materials:

N-(5-((diphenylphosphoryl)methyl)-4-(4-fluorophenyl)-6-isopropylpyrimidin-2-yl)-N-methylmethanesulfonamide

4-(4-fluorophenyl)-6-isopropyl-2-(methanesulfonyl(methyl)amino)pyrimidine-5-carboxylic acid

N-[4-(4-fluorophenyl)-5-(hydroxymethyl)-6-(propan-2-yl)pyrimidin-2-yl]-N-methylmethanesulfonamide

Refernces

• 1、 -. "Preparation method of rosuvastatin calcium intermediate". . . Retrieved 2017/10/23.
• 2、 -. "A PROCESS FOR THE PREPARATION OF INTERMEDIATES OF ROSUVASTATIN". Page/Page column 8; 16; 20-21. . Retrieved 2008/12/05.