75634-04-7

Usage

Uses

Used in Pharmaceutical Industry:
2-Chloro-4-(4-methoxyphenyl)pyrimidine is used as a building block for the synthesis of pharmaceuticals. Its unique structure and properties contribute to the development of new drugs with potential therapeutic applications.
Used in Agrochemical Industry:
In the agrochemical sector, 2-Chloro-4-(4-methoxyphenyl)pyrimidine is utilized as a precursor in the production of pesticides. Its chemical properties allow for the creation of effective pest control agents.
It is crucial to handle 2-Chloro-4-(4-methoxyphenyl)pyrimidine with care due to its potential hazardous effects if not properly managed.

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

Upstream product

• 3934-20-1 2,6-Dichloropyrimidine 
• 54663-78-4 tributyl(thien-2-yl)stannane 
• 82303-13-7 (4-methoxyphenyl)zinc(II) bromide 
• 104-92-7 1-bromo-4-methoxy-benzene 
• 68-12-2 N,N-dimethyl-formamide 
• 5720-07-0 4-methoxyphenylboronic acid 

Downstream Products

• 682793-43-7 4-(4-methoxyphenyl)-2-(4-methylpiperazino)pyrimidine 
• 1236002-91-7 N-(4-(4-methoxyphenyl)pyrimidin-2-yl)oxazol-2-amine 
• 1236002-87-1 4-(4-methoxyphenyl)-N-(pyrazin-2-yl)pyrimidin-2-amine 
• 1236002-81-5 4-(4-methoxyphenyl)-N-(4-methylpyridin-2-yl)pyrimidin-2-amine 
• 1236002-84-8 5-ethyl-N-(4-(4-methoxyphenyl)pyrimidin-2-yl)-1,3,4-thiadiazol-2-amine 
• 1236002-96-2 4,4'-bis(4-methoxyphenyl)-2,2'-bipyrimidine 
• 1236002-93-9 1-benzyl-N-(4-(4-methoxyphenyl)pyrimidin-2-yl)-1H-benzo[d]imidazol-2-amine 

Relevant academic research and scientific papers

Synthesis and evaluation of the NSCLC anti-cancer activity and physical properties of 4-aryl-N-phenylpyrimidin-2-amines

Reported herein are efforts to profile 4-aryl-N-phenylpyrimidin-2-amines in terms of their anti-cancer activity towards non small-cell lung carcinoma (NSCLC) cells. We have synthesized new 4-aryl-N-phenylpyrimidin-2-amines and assessed them in terms of their cytotoxicity (A549, NCI-H187, MCF7, Vero & KB) and physicochemical properties (logD7.4 and solubility). 13f and 13c demonstrated potent anti-cancer activity in A549 cells (0.2 μM), compared to 0.4 μM for the NSCLC drug Doxorubicin. 13f also displayed low experimental logD7.4 (2.9) and the best solubility (～40 μM). Compounds 13b and 13d showed the best balance of A549 anti-cancer activity and selectivity. 13g showed good activity and selectivity comparable with the anti-cancer drug Doxorubicin.

Reactivity and stability of dinuclear Pd(I) complexes: Studies on the active catalytic species, insights into precatalyst activation and deactivation, and application in highly selective cross-coupling reactions

The catalysis derived from the dinuclear Pd(I)-Pd(I) complex, {[PtBu 3]PdBr}2, has been studied with experimental, computational, and spectroscopic techniques. Experimental selectivity studies were performed, and the reactivity was s

Convenient preparation of 4-aryl-2-(heteroarylamino)pyrimidines and 4-anilino-2-(heteroarylamino)pyrimidines

4-Aryl-2-anilinopyrimidines and 2,4-dianilinopyrimidines are privileged structures found in many drug-like molecules and biologically active compounds. A method for the quick assembly of novel 4-aryl- and 4-anilino-2-(heteroarylamino)pyrimidines via Buchwald-Hartwig N-arylations at elevated temperatures under sealed tube conditions is reported. This method's convenience and practicality is demonstrated through the preparation of several novel non-nucleoside reverse transcriptase inhibitor (NNRTI) analogues.

One-pot double Suzuki couplings of dichloropyrimidines

An effective one-pot, regioselective double Suzuki coupling of 2,4-dichloropyrimidine has been developed, which enables the quick and efficient synthesis of diarylated pyrimidines. The choice of solvent proved critical to the success of this reaction sequence, with alcoholic solvent mixtures affording much greater reactivity and requiring correspondingly lower temperatures than the use of polar aprotic solvents. Georg Thieme Verlag Stuttgart.

Synthesis of 4-substituted 2-(4-methylpiperazino)pyrimidines and quinazoline analogs as serotonin 5-HT2A receptor ligands

(Chemical Equation Presented) The addition reaction of lithium reagents to the 4 position of 2-chloropyrimidine or 2-chloroquinazoline followed by oxidation of the resultant dihydro intermediate product is a powerful tool for the synthesis of 4-substitute

INHIBITORS OF HISTONE DEACETYLASE

The invention relates to a series of compounds useful for inhibiting histone deacetylase (HDAC) enzymatic activity. The invention also provides a method for inhibiting histone descetylase in a cell using said compounds as well as a method for treating cell proliferative diseases and conditions using said HDAC inhibitors. Further, the invention provides pharmaceutical compositions comprising the HDAC inhibiting compounds and a pharmaceutically acceptable carrier.

Some regioselective cross-coupling reactions of halopyridines and halopyrimidines

A high yielding approach for the synthesis of bipyridines, pyridylpyrimidines and pyridylquinolines was described. The approach employed regioselective cross-coupling reactions using palladium catalysts. The synthesis involved lithiation of a heterocycle at low temperatures, and eliminated the need to prepare and handle active zinc. The bipyridine group in the compounds exhibits antibiotic and cytotoxic properties and some have potential to be used as fungicides.

A novel and efficient synthesis of 4-phenyl-2-chloropyrimidines from acetophenone cyanoimines

A versatile and efficient 2 step synthesis of 4-phenyl-2-chloropyrimidines is described. The reaction proceeds by treatment of acetophenone cyanoimines under Vilsmeier-Haack conditions to give the target compounds in moderate yields.

REGIOSELECTIVE SUBSTITUTION IN TRIFLYLOXYPYRIMIDINES AND CHLOROPYRIMIDINES USING ZINC AND TIN REAGENTS

2,4-Ditriflyloxy-6-methylpyrimidine has been synthesized and its ability to undergo palladium catalysed coupling with both zinc and tin reagents studied.Similar coupling reactions with 2,4-dichloropyrimidine establish triflyloxypyrimidines as being more r