Methyl 4-(4-Fluorophenyl)-6-isopropyl-2-(methylsulfonyl)pyrimidine- 5-carboxylate

Base Information

• Chemical Name: Methyl 4-(4-Fluorophenyl)-6-isopropyl-2-(methylsulfonyl)pyrimidine- 5-carboxylate
• CAS No.: 799842-06-1
• Molecular Formula: C16H17FN2O4S
• Molecular Weight: 352.386
• Hs Code.: 2933599090
• Mol file: 799842-06-1.mol

Synonyms:methyl 4-(4-fluorophenyl)-6-isopropyl-2-methylsulfonyl-pyrimidine-5-carboxylate;4-(4-fluoro-phenyl)-6-isopropyl-2-methanesulfonyl-pyrimidine-5-carboxylic acid methyl ester;

Chemical Property of Methyl 4-(4-Fluorophenyl)-6-isopropyl-2-(methylsulfonyl)pyrimidine- 5-carboxylate

Chemical Property:

• Melting Point: 115-117°C
• Boiling Point: 546.1±60.0 °C(Predicted)
• PKA: -4.74±0.50(Predicted)
• PSA: 94.60000
• Density: 1.280±0.06 g/cm3(Predicted)
• LogP: 3.67700
• Storage Temp.: -20°C Freezer, Under inert atmosphere
• Solubility.: Chloroform (Slightly), Methanol (Slightly)

Purity/Quality:

98%,99%, ^*data from raw suppliers

Methyl4-(4-Fluorophenyl)-6-isopropyl-2-(methylsulfonyl)pyrimidine-5-carboxylate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: An intermediate of Rosuvastatin (R700500).

Technology Process of Methyl 4-(4-Fluorophenyl)-6-isopropyl-2-(methylsulfonyl)pyrimidine- 5-carboxylate

There total 5 articles about Methyl 4-(4-Fluorophenyl)-6-isopropyl-2-(methylsulfonyl)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: 90.92%

methyl 4-(4-fluorophenyl)-2-(methylsulfanyl)-6-(propan-2-yl)-pyrimidine-5-carboxylate (160009-35-8) → 4-(4-fluorophenyl)-6-isopropyl-2-(methylsulfonyl)pyrimidine-5-carboxylic acid methyl ester (799842-06-1)

Guidance literature:

With ammonium peroxomolybdate; dihydrogen peroxide; Aliquat 336; In dichloromethane; water; at 20 - 35 ℃; for 19 - 21.5h; Product distribution / selectivity;

Reference yield:

methyl 6-(4-fluorophenyl)-4-isopropyl-2-methylthio-1,4-dihydropyrimidine-5-carboxylate (885100-76-5) → 4-(4-fluorophenyl)-6-isopropyl-2-(methylsulfonyl)pyrimidine-5-carboxylic acid methyl ester (799842-06-1)

Guidance literature:

With potassium permanganate; acetic acid; In isopropyl alcohol; acetone; at 50 ℃; for 0.25h; Temperature;

Reference yield:

4-fluorobenzaldehyde (459-57-4) → 4-(4-fluorophenyl)-6-isopropyl-2-(methylsulfonyl)pyrimidine-5-carboxylic acid methyl ester (799842-06-1)

Guidance literature:

Multi-step reaction with 3 steps

1: acetic acid; piperidine / isopropyl alcohol / 0.5 h / 30 °C

2: sodium hydrogencarbonate / isopropyl alcohol / 0.17 h / 100 °C

3: acetic acid; potassium permanganate / isopropyl alcohol; acetone / 0.25 h / 50 °C

With piperidine; potassium permanganate; sodium hydrogencarbonate; acetic acid; In isopropyl alcohol; acetone;

upstream raw materials:

methyl 4-(4-fluorophenyl)-2-(methylsulfanyl)-6-(propan-2-yl)-pyrimidine-5-carboxylate

4-fluorobenzaldehyde

Methyl 4-methyl-3-oxopentanoate

methyl 2-(4-fluorophenyl)methylidene-3-oxo-4-methylpentanoate

Downstream raw materials:

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

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

Refernces

• 1、 -. "A PROCESS FOR THE PREPARATION OF INTERMEDIATES OF ROSUVASTATIN". Page/Page column 8; 15-16; 20. . Retrieved 2008/12/05.
• 2、 -. "METHOD FOR PRODUCING PYRIMIDINE COMPOUND". Page/Page column 15. . Retrieved 2010/11/28.