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

Base Information

• Chemical Name: Ethyl 4-(4-Fluorophenyl)-6-isopropyl-2-(methylsulfonyl)pyrimidine-5-carboxylate
• CAS No.: 147118-28-3
• Molecular Formula: C17H19FN2O4S
• Molecular Weight: 366.413
• Mol file: 147118-28-3.mol

Synonyms:Ethyl 4-(4-Fluorophenyl)-6-isopropyl-2-(methylsulfonyl)pyrimidine-5-carboxylate;4-(4-Fluorophenyl)-6-(1-Methylethyl)-2-(Methylsulfonyl)-5-pyriMidinecarboxylic Acid Ethyl Ester

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

Chemical Property:

• PSA: 94.60000
• LogP: 4.06710
• Storage Temp.: Refrigerator
• Solubility.: Chloroform (Slightly), Methanol (Slightly)

Purity/Quality:

98%Min ^*data from raw suppliers

Ethyl4-(4-Fluorophenyl)-6-isopropyl-2-(methylsulfonyl)pyrimidine-5-carboxylate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Uses: An intermediate of Rosuvastatin (R700500).

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

There total 5 articles about Ethyl 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: 95.7%

ethyl 4-(4-fluorophenyl)-2-(methylsulfanyl)-6-(propan-2-yl)-pyrimidine-5-carboxylate (147118-27-2) → ethyl 4-(4-fluorophenyl)-6-isopropyl-2-(methylsulfonyl)pyrimidine-5-carboxylate (147118-28-3)

Guidance literature:

With 3-chloro-benzenecarboperoxoic acid; In chloroform; Ambient temperature;

DOI:10.1016/S0968-0896(96)00248-9

Reference yield:

4-fluorobenzaldehyde (459-57-4) → ethyl 4-(4-fluorophenyl)-6-isopropyl-2-(methylsulfonyl)pyrimidine-5-carboxylate (147118-28-3)

Guidance literature:

Multi-step reaction with 3 steps

1: 86.7 percent / piperidine, AcOH / benzene / Heating

2: 1.) HMPA, 2.) DDQ / 1.) 100 deg C, 22 h, 2.) benzene, 30 min

3: 95.7 percent / m-CPBA / CHCl₃ / Ambient temperature

With piperidine; N,N,N,N,N,N-hexamethylphosphoric triamide; acetic acid; 3-chloro-benzenecarboperoxoic acid; 2,3-dicyano-5,6-dichloro-p-benzoquinone; In chloroform; benzene;

DOI:10.1016/S0968-0896(96)00248-9

Reference yield:

(E)-2-<(4-fluorophenyl)methylene>-4-methyl-3-oxopentanoic acid ethyl ester (122930-45-4) → ethyl 4-(4-fluorophenyl)-6-isopropyl-2-(methylsulfonyl)pyrimidine-5-carboxylate (147118-28-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 1.) HMPA, 2.) DDQ / 1.) 100 deg C, 22 h, 2.) benzene, 30 min

2: 95.7 percent / m-CPBA / CHCl₃ / Ambient temperature

With N,N,N,N,N,N-hexamethylphosphoric triamide; 3-chloro-benzenecarboperoxoic acid; 2,3-dicyano-5,6-dichloro-p-benzoquinone; In chloroform;

DOI:10.1016/S0968-0896(96)00248-9

upstream raw materials:

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

4-fluorobenzaldehyde

(E)-2-<(4-fluorophenyl)methylene>-4-methyl-3-oxopentanoic acid ethyl ester

ethyl 4-methyl-3-oxo-pentanoate

Downstream raw materials:

5-ethoxycarbonyl-6-(4'-fluorophenyl)-4-isopropyl-2-(methylamino)pyrimidine

C₃₀H₃₉FN₆O₄

tert-butyl 2-((4R,6S)-6-((E)-2-(4-(4-fluorophenyl)-6-isopropyl-2-(methylsulfonyl)pyrimidin-5-yl)vinyl)-2,2-dimethyl-1,3-dioxan-4-yl)-acetate

C₂₀H₂₂FN₅O₂