22536-62-5

Basic information

• Product Name: 2-CHLORO-5-PHENYL-PYRIMIDINE
• Synonyms: 2-CHLORO-5-PHENYL-PYRIMIDINE;2-Chloro-5-phenyl-pyridimine;PyriMidine,2-chloro-5-phenyl-
• CAS NO: 22536-62-5
• Molecular Formula: C₁₀H₇ClN₂
• Molecular Weight: 190.63
• EINECS: 200-589-5
• Product Categories: pharmacetical;pyrimidine;Heterocycle-Pyrimidine series
• Mol File: 22536-62-5.mol

Chemical Properties

• Melting Point: 131-133 °C
• Boiling Point: 369.9 °C at 760 mmHg
• Flash Point: 209.1 °C
• Appearance: /
• Density: 1.245g/cm³
• Vapor Pressure: 2.45E-05mmHg at 25°C
• Refractive Index: 1.593
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• PKA: -1.71±0.22(Predicted)
• CAS DataBase Reference: 2-CHLORO-5-PHENYL-PYRIMIDINE(CAS DataBase Reference)
• NIST Chemistry Reference: 2-CHLORO-5-PHENYL-PYRIMIDINE(22536-62-5)
• EPA Substance Registry System: 2-CHLORO-5-PHENYL-PYRIMIDINE(22536-62-5)

Safety Data

• Hazardous Substances Data: 22536-62-5(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
2-Chloro-5-phenylpyrimidine is used as a building block in organic synthesis for the production of pharmaceuticals. Its versatile chemical structure allows for the development of new drugs with potential therapeutic applications.
Used in Agrochemical Industry:
In the agrochemical industry, 2-Chloro-5-phenylpyrimidine is utilized as a key intermediate in the synthesis of various agrochemicals, contributing to the development of effective pesticides and other agricultural chemicals.
Used in Organic Synthesis:
2-Chloro-5-phenylpyrimidine is employed as a versatile building block in organic synthesis, enabling the creation of a wide range of chemical compounds with diverse applications.
Used in Cancer Research:
2-Chloro-5-phenylpyrimidine has been studied for its potential anti-cancer properties, making it a valuable compound in the field of cancer research and drug development.
Used in Inflammation Research:
Due to its potential anti-inflammatory properties, 2-Chloro-5-phenylpyrimidine is used in research aimed at developing new treatments for inflammatory conditions.
Used in Heterocyclic Compound Synthesis:
2-Chloro-5-phenylpyrimidine is utilized in the synthesis of various heterocyclic compounds, which are important in the development of pharmaceuticals, agrochemicals, and other specialty chemicals.

InChI:InChI=1/C10H7ClN2/c11-10-12-6-9(7-13-10)8-4-2-1-3-5-8/h1-7H

Upstream product

• 27956-19-0 1-methyl-5-phenylpyrimidin-2(1H)-one 
• 960-16-7 tributylphenylstannane 
• 32779-36-5 5-Bromo-2-chloropyrimidine 
• 33266-26-1 1-ethyl-5-phenyl-1H-pyrimidin-2-one 
• 33266-29-4 1-isopropyl-5-phenyl-1H-pyrimidin-2-one 
• 56863-46-8 1-methyl-5-phenyl-2(1H)-pyrimidinone 
• 98-80-6 phenylboronic acid 
• 3958-47-2 triphenylindium 
• 71-43-2 benzene 
• 100-59-4 phenylmagnesium chloride 

Downstream Products

• 22539-51-1 5-phenyl-2-N-piperidinylpyrimidine 
• 76972-11-7 5-phenyl-2-(1-piperazinyl)pyrimidine 
• 104355-17-1 Cyano-[5-phenyl-1H-pyrimidin-(2E)-ylidene]-acetic acid ethyl ester 
• 76972-24-2 methyl-(5-phenyl-2-pyrimidinyl)propanedioic acid diethyl ester 
• 58668-16-9 (5-phenyl-2-pyrimidinyloxy)acetic acid ethyl ester 
• 151673-95-9 5-phenyl-1,2-dihydro-2-pyrimidinyldenemalononitrile 
• 126382-47-6 N-(5-Phenyl-pyrimidin-2-yl)-hydroxylamine 
• 1001398-09-9 1-[4-(methylsulfonyl)phenyl]-4-{[1-(5-phenyl-2-pyrimidinyl)-4-piperidinyl]oxy}-2,3-dihydro-1H-indole 
• 76972-13-9 2-<4-(3,4-dimethoxyphenyl)methyl>piperazinyl-5-phenylpyrimidine 
• 58668-18-1 (5-phenyl-2-pyrimidinyloxy)acetic acid 
• 58668-17-0 (5-phenyl-pyrimidin-2-ylsulfanyl)-acetic acid 
• 126382-60-3 Phenyl-(5-phenyl-pyrimidin-2-yl)-diazene 
• 126382-53-4 2-Nitroso-5-phenyl-pyrimidine 
• 75175-43-8 2-hydrazino-5-phenylpyrimidine 

Relevant articles and documents

ORGANIC ELECTROLUMINESCENT COMPOUND AND ORGANIC ELECTROLUMINESCENT DEVICE COMPRISING THE SAME

The present disclosure relates to an organic electroluminescent compound and an organic electroluminescent device comprising the same. The organic electroluminescent device having a low driving voltage and/or a high luminous efficiency and/or a long lifes

The Dimroth rearrangement as a probable cause for structural misassignments in imidazo[1,2-a]pyrimidines: A 15N-labelling study and an easy method for the determination of regiochemistry

Structural misassignments are often seen for complex natural products, but this can also be an issue with seemingly simpler structures. In this paper, we describe how, using a 15N-labelled analogue, we established that the Dimroth rearrangement

Design and synthesis of furyl/thineyl pyrroloquinolones based on natural alkaloid perlolyrine, lead to the discovery of potent and selective PDE5 inhibitors

Based on perlolyrine (1), a natural alkaloid with weak PDE5 potency from the traditional Chinese aphrodisiac plant Tribulus terrestris L., a series α-substituted tetrahydro-β-carboline (THβC) derivatives were synthesized via T+BF4--mediated oxidative C–H functionalization of N-aryl THβCs with diverse potassium trifluoroborates. Following Winterfeldt oxidation afforded the corresponding furyl/thienyl pyrroloquinolones, of which 5-ethylthiophene/ethylfuran derivatives 20a–b were identified as the most potent and selective PDE5 inhibitors. Among the enantiomers, (S)-20a and (S)-20b (IC50 = 0.52 and 0.39 nM) were found to be more effective than their (R)-antipode, display favorable pharmacokinetic profiles, exert in vitro vasorelaxant effects on the isolated thoracic aorta, and exhibit in vivo efficacy in the anesthetized rabbit erectile model.

Rapid Room-Temperature, Chemoselective Csp2?Csp2Coupling of Poly(pseudo)halogenated Arenes Enabled by Palladium(I) Catalysis in Air

While chemoselectivities in Pd0-catalyzed coupling reactions are frequently non-intuitive and a result of a complex interplay of ligand/catalyst, substrate, and reaction conditions, we herein report a general method based on PdIthat allows for an a priori predictable chemoselective Csp2?C Csp2coupling at C?Br in preference to C?OTf and C?Cl bonds, regardless of the electronic or steric bias of the substrate. The C?C bond formations are extremely rapid (Idimer under open-flask conditions.

Metal-free arylation of pyrimidines through a photochemical process

Pyrimidinyl and pyrazinyl radicals were generated under moderate energetic irradiation conditions (UVA), and proved to be prompt to undergo C-C bond formation processes. Hetero-biaryl derivatives were obtained in good to high yields with highly interesting functional group selectivities. Bis hetero-biaryls were also easily accessible leading to original compounds, ready for further transformations. Experiments supporting radical processes have been reported.

NOVEL SUBSTITUTED PYRIMIDINE COMPOUNDS

The invention relates to novel substituted pyrimidine compounds of general formula (I), in which the chemical groupings, substituents, variables and indices are as defined in the description, and to their use as medicaments, in particular as medicaments for the treatment of conditions and diseases that can be treated by inhibition of the PDE4 enzyme.

Remarkable catalytic activity of [PdCl2(CH3CN) 2] in Suzuki-Miyaura cross-coupling reaction in aqueous media under mild conditions

[PdCl2(CH3CN)2] (2 mol%) was found to be an efficient catalyst for the Suzuki-Miyaura cross coupling reaction between aryl bromide and aryl boronic acid in water solvent at 45 °C. The scope of the protocol was extended to various aryl bromides and aryl boronic acids. In general, an effective method has been developed for the Suzuki-Miyaura cross coupling reaction by using a phosphine-free Pd catalyst.

NOVEL PYRROLIDINE DERIVED BETA 3 ADRENERGIC RECEPTOR AGONISTS

The present invention provides compounds of Formula (I), pharmaceutical compositions thereof, and method of using the same in the treatment or prevention of diseases mediated by the activation of β3-adrenoceptor.

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.

Simple microwave-assisted ligand-free Suzuki cross-coupling: Functionalization of halo-pyrimidine moieties

(Chemical Equation Presented) An advantageous ligand-free protocol for Suzuki couplings is described. The synthetic procedure entails microwave irradiation for the reduction of the reaction times and the use of silica cartridges for the purification. Dihalo-pyrimidine structures, interesting scaffolds in medicinal chemistry, were chosen as test compounds.