147118-27-2

Basic information

• Product Name: Ethyl 4-(4-Fluorophenyl)-6-isopropyl-2-methylthiopyrimidine-5-carboxylate
• Synonyms: Ethyl 4-(4-Fluorophenyl)-6-isopropyl-2-methylthiopyrimidine-5-carboxylate
• CAS NO: 147118-27-2
• Molecular Formula: C₁₇H₁₉FN₂O₂S
• Molecular Weight: 334.4083632
• Product Categories: Aromatics Compounds;Aromatics;Sulfur & Selenium Compounds;Bases & Related Reagents;Nucleotides;Aromatics, Nucleotides, Bases & Related Reagents, Sulfur & Selenium Compounds
• Mol File: 147118-27-2.mol

Chemical Properties

• Boiling Point: 483.6±45.0 °C(Predicted)
• Appearance: /
• Density: 1.23±0.1 g/cm3(Predicted)
• Solubility: Dichloromethane, Ethyl Acetate, Methanol
• PKA: -0.44±0.50(Predicted)
• CAS DataBase Reference: Ethyl 4-(4-Fluorophenyl)-6-isopropyl-2-methylthiopyrimidine-5-carboxylate(CAS DataBase Reference)
• NIST Chemistry Reference: Ethyl 4-(4-Fluorophenyl)-6-isopropyl-2-methylthiopyrimidine-5-carboxylate(147118-27-2)
• EPA Substance Registry System: Ethyl 4-(4-Fluorophenyl)-6-isopropyl-2-methylthiopyrimidine-5-carboxylate(147118-27-2)

Safety Data

• Hazardous Substances Data: 147118-27-2(Hazardous Substances Data)

Usage

Chemical Properties

Pale Yellow Oil

Uses

An intermediate of Rosuvastatin (R700500).

Upstream product

• 1619238-14-0 ethyl 4-(4-fluorophenyl)-2-(methylsulfanyl)-6-(propan-2-yl)-1,4-dihydropyrimidine-5-carboxylate 
• 122930-45-4 (E)-2-<(4-fluorophenyl)methylene>-4-methyl-3-oxopentanoic acid ethyl ester 
• 459-57-4 4-fluorobenzaldehyde 
• 7152-15-0 ethyl 4-methyl-3-oxo-pentanoate 
• 75-91-2 tert.-butylhydroperoxide 
• 867-44-7 S-Methylisothiourea sulfate 

Downstream Products

• 147118-38-5 7-(4-(4-fluorophenyl)-6-isopropyl-2-(N-methyl-N-methanesulfonamido)-pyrimidin-5-yl)-(3R)-3-tert-butyldimethylsiloxy-5-oxo-(E)-6-heptenoic acid methyl ester 
• 147118-40-9 (E)-7-[4-(4-fluorophenyl)-6-isopropyl-2-[methyl(methylsulfonyl)amino]pyrimidin-5-yl](3R,5S)-3,5-dihydroxyhept-6-enoic acid methyl ester 
• 147118-39-6 methyl (3R,6E)-7-[4-(4-fluorophenyl)-2-(N-methylmethanesulfonamido)-6-(propan-2-yl)pyrimidin-5-yl]-3-hydroxy-5-oxohept-6-enoate 
• 147118-24-9 (E)-(3R,5S)-7-[4-(4-Fluoro-phenyl)-6-isopropyl-2-methanesulfonyl-pyrimidin-5-yl]-3,5-dihydroxy-hept-6-enoic acid methyl ester 
• 147118-34-1 C₁₈H₂₃FN₄O₄S 
• 147118-30-7 ethyl 2-(N-methyl-N-methanesulfonylamino)-4-(4-fluorophenyl)-6-isopropyl-pyrimidin-5-carboxylic acid 
• 147118-25-0 (E)-(3R,5S)-7-[4-(4-Fluoro-phenyl)-6-isopropyl-2-methoxy-pyrimidin-5-yl]-3,5-dihydroxy-hept-6-enoic acid methyl ester 
• 147118-23-8 (E)-(3R,5S)-7-[4-(4-Fluoro-phenyl)-6-isopropyl-2-methylsulfanyl-pyrimidin-5-yl]-3,5-dihydroxy-hept-6-enoic acid methyl ester 

Relevant articles and documents

Preparation of [6-isopropyl-4 - (4-fluoro phenyl) - 2-thio-5-yl] methyl ester

The invention relates to a preparation method of a pharmaceutical chemical intermediate and particularly relates to a preparation method of [6-isopropyl-4- (4-fluorophenyl)-2-thio-5-yl]formate. According to the method, p-fluorobenzaldehyde, isobutyryl ace

Synthesis of 2-substituted pyrimidines and benzoxazoles via a visible-light-driven organocatalytic aerobic oxidation: Enhancement of the reaction rate and selectivity by a base

An efficient visible-light-driven photocatalytic oxidation of various 2-substituted dihydropyrimidines and phenolic imines has been achieved using an organic photocatalyst eosin Y bis(tetrabutyl ammonium salt) (TBA-eosin Y) and inexpensive oxidant molecular oxygen. With the aid of a base, significantly enhanced photoinduced electron transfer from substrates dihydropyrimidines or phenolic imines to the excited state of TBA-eosin Y has enabled the aerobic oxidation to yield 2-(methylthio)pyrimidines or 2-arylbenzoxazoles selectively. This journal is the Partner Organisations 2014.

Oxidative dehydrogenation of dihydropyrimidinones and dihydropyrimidines

(Chemical Equation Presented) A mild, practical procedure for oxidative dehydrogenation with catalytic amounts of a Cu salt, K2CO 3, and tert-butylhydroperoxide (TBHP) as a terminal oxidant has been developed. This oxidation procedure is generally applicable to dihydropyrimidinones and most dihydropyrimidines.

Synthesis and biological activity of methanesulfonamide pyrimidine- and N-methanesulfonyl pyrrole-substituted 3,5-dihydroxy-6-heptenoates, a novel series of HMG-CoA reductase inhibitors

A novel series of methanesulfonamide pyrimidine- and N-methanesulfonyl pyrrole-substituted 3,5-dihydroxy-6-heptenoates were synthesized and evaluated for their ability to inhibit the enzyme HMG-CoA reductase in vitro. Monocalcium bis(+)-7-[4-(4-fluorophenyl)-6-isopropyl-2-(N-methyl-N- methanesulfonylaminopyrimidin)-5-yl]-(3R,5S)-dihydroxy- (E)-6-heptenoate (3a, S-4522) was selected as a candidate for further evaluation. Compound 3a was approximately four times more potent than lovastatin sodium salt (in inhibiting HMG-CoA reductase in vitro (IC50 = 11 nM). Compound 3a was shown to be the most potent cholesterol biosynthesis inhibitor in this series (IC50 = 1.12 nM) in rat isolated hepatocytes; its inhibitory activity was approximately 100 times more potent than pravastatin.

PYRIMIDINE DERIVATIVES

The compounds of the present invention inhibit the HMG-CoA reductase, and subsequently suppress the biosynthesis of cholesterol. And they are useful in the treatment of hypercholesterolemia, hyperlipoproteinemia, and atherosclerosis