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

Base Information

• Chemical Name: Methyl 4-(4-fluorophenyl)-6-isopropyl-2-(methylamino)pyrimidine-5-carboxylate
• CAS No.: 160009-36-9
• Molecular Formula: C16H18FN3O2
• Molecular Weight: 303.336
• Hs Code.: 2933599090
• DSSTox Substance ID: DTXSID50591993
• Wikidata: Q72490842
• Mol file: 160009-36-9.mol

Synonyms:160009-36-9;METHYL 4-(4-FLUOROPHENYL)-6-ISOPROPYL-2-(METHYLAMINO)PYRIMIDINE-5-CARBOXYLATE;methyl 4-(4-fluorophenyl)-2-(methylamino)-6-propan-2-ylpyrimidine-5-carboxylate;ZMUMVOISTUCVJK-UHFFFAOYSA-N;SCHEMBL1752147;DTXSID50591993;SB58398;J-009666;Methyl 4-(4-fluorophenyl)-6-isopropyl-2-methylaminopyrimidine-5-carboxylate;Methyl 4-(4-fluorophenyl)-2-(methylamino)-6-(propan-2-yl)pyrimidine-5-carboxylate;METHYL4-(4-FLUOROPHENYL)-6-ISOPROPYL-2-(METHYLAMINO)PYRIMIDINE-5-CARBOXYLATE

Chemical Property of Methyl 4-(4-fluorophenyl)-6-isopropyl-2-(methylamino)pyrimidine-5-carboxylate

Chemical Property:

• Melting Point: 101 - 103°C
• PSA: 64.11000
• LogP: 3.30740
• Storage Temp.: -20°C Freezer, Under inert atmosphere
• Solubility.: Acetonitrile (Slightly), Chloroform (Slightly)
• XLogP3: 3.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 5
• Exact Mass: 303.13830499
• Heavy Atom Count: 22
• Complexity: 372

Purity/Quality:

99% ^*data from raw suppliers

Methyl 4-(4-fluorophenyl)-6-isopropyl-2-(methylamino)pyrimidine-5-carboxylate 95+% ^*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)NC
• Uses: An intermediate of Rosuvastatin (R700500).

Technology Process of Methyl 4-(4-fluorophenyl)-6-isopropyl-2-(methylamino)pyrimidine-5-carboxylate

There total 11 articles about Methyl 4-(4-fluorophenyl)-6-isopropyl-2-(methylamino)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: 88.0%

4-(4'-fluorophenyl)-6-isopropyl-5-methoxycarbonyl-2-(methylamino)-1,4-dihydropyrimidine → methyl 4-(4-fluorophenyl)-6-isopropyl-2-(methylamino)pyrimidine-5-carboxylate (160009-36-9)

Guidance literature:

With tert.-butylhydroperoxide; potassium carbonate; copper dichloride; In dichloromethane; at 38 - 40 ℃;

DOI:10.1021/ol051879w

Reference yield: 83.0%

4-(4-fluorophenyl)-6-isopropyl-2-(methylsulfonyl)pyrimidine-5-carboxylic acid methyl ester (799842-06-1) + methylamine (74-89-5) → methyl 4-(4-fluorophenyl)-6-isopropyl-2-(methylamino)pyrimidine-5-carboxylate (160009-36-9)

Guidance literature:

In ethanol; at 5 ℃; for 0.05h; Temperature;

Reference yield:

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-(methylamino)pyrimidine-5-carboxylate (160009-36-9) + methyl 4-(4-fluorophenyl)-6-isopropyl-2-(N-methanesulphonyl-N-methylamino)pyrimidine-5-carboxylate (289042-11-1) + 4-(4-fluorophenyl)-6-isopropyl-2-(methanesulfonyl(methyl)amino)pyrimidine-5-carboxylic acid (1263475-93-9)

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; Reflux;

DOI:10.1002/jhet.2785

upstream raw materials:

Methyl 4-methyl-3-oxopentanoate

4-fluorobenzaldehyde

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

methylamine

Downstream raw materials:

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

Refernces

• 1、 Zhou, Yingtao,Lin, Chenhui,Xing, Yuzhi,Chen, Ligong,Yan, Xilong. "Efficient Construction of the Nucleus of Rosuvastatin Calcium". . p. 1898 - 1903. Retrieved 2017/05/29.
• 2、 Yamamoto, Kana,Chen, Ye Grace,Buono, Frederic G.. "Oxidative dehydrogenation of dihydropyrimidinones and dihydropyrimidines". . p. 4673 - 4676. Retrieved 2007/10/03.