27794-03-2

Basic information

• Product Name: 2-CHLORO-5-(4-METHOXYPHENYL)PYRIMIDINE
• Synonyms: 2-CHLORO-5-(4-METHOXYPHENYL)PYRIMIDINE;4-(2-Chloropyrimidin-5-yl)anisole, 4-(2-Chloropyrimidin-5-yl)phenyl methyl ether;4-(2-Chloropyrimidin-5-yl)anisole, 2-Chloro-5-(4-methoxyphenyl)-1,3-diazine;2-Chloro-5-(4-methoxypheny)pyrimidine
• CAS NO: 27794-03-2
• Molecular Formula: C₁₁H₉ClN₂O
• Molecular Weight: 220.65
• Mol File: 27794-03-2.mol
• Article Data: 3

Chemical Properties

• Melting Point: 129
• Boiling Point: 403.1 °C at 760 mmHg
• Flash Point: 197.6 °C
• Appearance: /
• Density: 1.245 g/cm³
• Vapor Pressure: 2.44E-06mmHg at 25°C
• Refractive Index: 1.575
• Storage Temp.: 2-8°C
• PKA: -1.46±0.22(Predicted)
• CAS DataBase Reference: 2-CHLORO-5-(4-METHOXYPHENYL)PYRIMIDINE(CAS DataBase Reference)
• NIST Chemistry Reference: 2-CHLORO-5-(4-METHOXYPHENYL)PYRIMIDINE(27794-03-2)
• EPA Substance Registry System: 2-CHLORO-5-(4-METHOXYPHENYL)PYRIMIDINE(27794-03-2)

Safety Data

• Hazard Codes: Xi,Xn
• Statements: 22-37/38-41
• Safety Statements: 26-39
• HazardClass: IRRITANT
• Hazardous Substances Data: 27794-03-2(Hazardous Substances Data)

Usage

General Description

2-Chloro-5-(4-methoxyphenyl)pyrimidine is a chemical compound with the molecular formula C11H9ClN2O and a molecular weight of 214.66 g/mol. It is a pyrimidine derivative that contains a chloride and a methoxyphenyl group. 2-CHLORO-5-(4-METHOXYPHENYL)PYRIMIDINE is commonly used as a building block or intermediate in the synthesis of pharmaceuticals, agrochemicals, and other organic compounds. It is known for its potential applications in the development of various drugs and biologically active molecules. Additionally, it may also be used in research and development activities related to organic synthesis and medicinal chemistry.

InChI:InChI=1/C11H9ClN2O/c1-15-10-4-2-8(3-5-10)9-6-13-11(12)14-7-9/h2-7H,1H3

Upstream product

• 27794-02-1 5-(p-anisyl)pyrimidin-2-one 
• 27956-25-8 5-(4-methoxy-phenyl)-1-methyl-1H-pyrimidin-2-one 
• 65192-28-1 2-(4-methoxyphenyl)malondialdehyde 
• 53868-40-9 4-methoxyphenylmalondialdehyde 
• 32779-36-5 5-Bromo-2-chloropyrimidine 

Downstream Products

• 74963-19-2 5-(p-anisyl)-2-N-piperidinylpyrimidine 
• 374633-67-7 1-(3,4-methylenedioxyphenyl)-2-[5-(4-methoxyphenyl)-pyrimidin-2-yl]-2,3,4,9-tetrahydro-1H-β-carboline 
• 374633-80-4 1-(2,3-dihydro-benzofuran-5-yl)-2-[5-(4-methoxy-phenyl)-pyrimidin-2-yl]-2,3,4-9-tetrahydro-1H-β-carboline 
• 374633-88-2 1-(2,3-dihydro-benzo[1,4]dioxin-6-yl)-2-[5-(4-methoxyphenyl)-pyrimidin-2-yl]-2,3,4,9-tetrahydro-1H-β-carboline 
• 951004-34-5 4-[5-(4-methoxy-phenyl)-pyrimidin-2-ylamino]-piperidine-1-carboxylic acid tert-butyl ester 
• 1070772-54-1 5-(4-methoxyphenyl)-2-(1-octyloxy)pyrimidine 
• 1202058-13-6 5-(4-methoxyphenyl)-2-(1-pentyloxy)pyrimidine 
• 1202058-15-8 5-(4-methoxyphenyl)-2-(1-heptyloxy)pyrimidine 
• 1202058-17-0 5-(4-methoxyphenyl)-2-(1-decyloxy)pyrimidine 
• 1202058-18-1 5-(4-methoxyphenyl)-2-(1-dodecyloxy)pyrimidine 
• 1202058-12-5 5-(4-methoxyphenyl)-2-(1-butyloxy)pyrimidine 
• 1202058-14-7 5-(4-methoxyphenyl)-2-(1-hexyloxy)pyrimidine 
• 1202058-16-9 5-(4-methoxyphenyl)-2-(1-nonyloxy)pyrimidine 
• 1304599-02-7 C₁₉H₁₈N₄O 

Relevant articles and documents

Cross-coupling reactions of indium organometallics with 2,5-dihalopyrimidines: Synthesis of hyrtinadine A+

(Chemical Equation Presented) The palladium-catalyzed cross-coupling reaction of triorganoindium reagents (R3In) with 5-bromo-2- chloropyrimidine proceeds chemoselectively, in good yields, to give 5-substituted-2-chloropyrimidines or 2,5-disubstituted pyrimidines using 40 or 100 mol % of R3In, respectively. Sequential cross-couplings are also performed, in one pot, using two different R3In. This method was used to achieve the first synthesis of the alkaloid hyrtinadine A. The key step was a two-fold cross-coupling reaction between a tri(3-indolyl)indium reagent and 5-bromo-2-chloropyrimidine.

Electronic Effects of Aryl and Heteroaryl Groups on the Rate of Nucleophilic Displacement of Chlorine from 5-Heteroaryl(or Aryl)-2-chloropyrimidines by Piperidine

The kinetics of nucleophilic displacement of chlorine from a series of 2-chloro-5-heteroaryl(or aryl)pyrimidines by piperidine have been studied in order to assess the electronic effects of the 5-substituent.The observed order of reactivity is 5-(1-methyl