847604-18-6

Basic information

• Product Name: 2-chloro-4-methoxyphenylacetic acid methyl ester
• Synonyms: Methyl 2-(2-chloro-4-methoxyphenyl)acetate;2-chloro-4-methoxyphenylacetic acid methylester;2-chloro-4-methoxyphenylacetic acid methyl ester;Benzeneacetic acid, 2-chloro-4-methoxy-, methyl ester
• CAS NO: 847604-18-6
• Molecular Formula: C₁₀H₁₁ClO₃
• Molecular Weight: 214.65
• Mol File: 847604-18-6.mol
• Article Data: 3

Chemical Properties

• Boiling Point: 286.7±25.0 °C(Predicted)
• Appearance: /
• Density: 1.204±0.06 g/cm3(Predicted)
• CAS DataBase Reference: 2-chloro-4-methoxyphenylacetic acid methyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: 2-chloro-4-methoxyphenylacetic acid methyl ester(847604-18-6)
• EPA Substance Registry System: 2-chloro-4-methoxyphenylacetic acid methyl ester(847604-18-6)

Safety Data

• Hazardous Substances Data: 847604-18-6(Hazardous Substances Data)

Upstream product

• 67-56-1 methanol 
• 170737-93-6 2-chloro-4-methoxyphenylacetonitrile 
• 91367-09-8 2-(2-chloro-4-methoxyphenyl)acetic acid 
• 4021-11-8 2-methylisonicotinic acid 
• 530-62-1 1,1'-carbonyldiimidazole 

Downstream Products

• 72766-07-5 (2-chloro-4-hydroxy-phenyl)-acetic acid methyl ester 
• 1246685-54-0 6-[2-(2-chloro-4-methoxy-phenyl)-acetyl]-7-fluoro-4-methyl-4H-benzo[1,4]oxazin-3-one 

Relevant articles and documents

Intramolecular palladium-catalyzed alkane C-H arylation from aryl chlorides

The first examples of efficient and general palladium-catalyzed intramolecular C(sp3)-H arylation of (hetero)aryl chlorides, giving rise to a variety of valuable cyclobutarenes, indanes, indolines, dihydrobenzofurans, and indanones, are described. The use of aryl and heteroaryl chlorides significantly improves the scope of C(sp3)-H arylation by facilitating the preparation of reaction substrates. Careful optimization studies have shown that the palladium ligand and the base/solvent combination are crucial to obtaining the desired class of product in high yields. Overall, three sets of reaction conditions employing PtBu3, PCyp3, or PCy3 as the palladium ligand and K 2CO3/DMF or Cs2CO3/pivalic acid/mesitylene as the base/solvent combination allowed five different classes of products to be accessed using this methodology. In total, more than 40 examples of C-H arylation have been performed successfully. When several types of C(sp3)-H bond were present in the substrate, the arylation was found to occur regioselectively at primary C-H bonds vs secondary or tertiary positions. In addition, in the presence of several primary C-H bonds, selectivity trends correlate with the size of the palladacyclic intermediate, with five-membered rings being favored over six- and seven-membered rings. Regio- and diastereoselectivity issues were studied computationally in the prototypal case of indane formation. DFT(B3PW91) calculations demonstrated that C-H activation is the rate-determining step and that the creation of a C-H agostic interaction, increasing the acidity of a geminal C-H bond, is a critical factor for the regiochemistry control.

THIENOPYRIDINE-PHENYLACET AMIDES AND THEIR DERIVATIVES USEFUL AS NEW ANTI-ANGIOGENIC AGENTS

The invention relates to compounds represented by Formula (I):, and to prodrugs thereof, pharmaceutically salts or solvates of said compounds or said prodrugs, wherein each of X1-X5 and R1-R5 are defined herein. The invention also relates to pharmaceutical compositions containing the compounds of Formula (I) and to methods of treating hyperproliferative disorders in a mammal by administering compounds of Formula (I).