66824-95-1

Upstream product

• 623-33-6 glycine ethyl ester hydrochloride 
• 618-46-2 m-Chlorobenzoyl chloride 
• 4401-71-2 1,3-dimethylthymine 
• 937-14-4 3-chloro-benzenecarboperoxoic acid 
• 535-80-8 3-chlorobenzoate 
• 1644630-64-7 C₁₃H₇Cl₂NO₄ 
• 459-73-4 GlyOEt*HCl 

Downstream Products

• 66817-25-2 3-Chloro-N-{[2-(2-hydroxy-3-o-tolyloxy-propylamino)-ethylcarbamoyl]-methyl}-benzamide 
• 75190-90-8 3-Chloro-N-hydroxycarbamoylmethyl-benzamide 

Relevant academic research and scientific papers

Microwave-Assisted Ruthenium-Catalysed ortho-C?H Functionalization of N-Benzoyl α-Amino Ester Derivatives

A microwave-assisted highly efficient intermolecular C?H functionalization sequence has been developed to access substituted isoquinolones using α-amino acid esters as a directing group. This methodology enables a wide range of N-benzoyl α-amino ester derivatives to react via a Ru-catalysed C?H bond activation sequence, to form isoquinolones with moderate to excellent yields. As an additional advantage, our strategy proved to be widely applicable and also enabled the reaction of alkenes to provide access to alkenylated benzamides. The methodology was also extended towards the synthesis of isoquinoline alkaloids derivatives viz. oxyavicine and a dipeptide. The developed protocol is simple and cheap, avoids tedious workup procedures and works efficiently under MW irradiation. (Figure presented.).

Certain amino-pyridines and amino-triazines, compositions thereof, and methods for their use

Provided are compounds of Formula I: or a pharmaceutically acceptable salt thereof, wherein R2, R4, R5, R6, R7, R8, R9, X, Z1, Z2, Z3, Z4 and m are as defined herein. Also provided is a pharmaceutically acceptable composition comprising a compound of Formula I, or a pharmaceutically acceptable salt thereof. Also provided are methods of using a compound of Formula I, or a pharmaceutically acceptable salt thereof.

The α-effect in hydrazinolysis of 4-chloro-2-nitrophenyl x-substituted-benzoates: Effect of substituent x on reaction mechanism and the α-effect

Second-order rate constants (kN) have been measured spectrophotometrically for the reaction of 4-chloro-2- nitrophenyl X-substituted-benzoates (6a-6h) with a series of primary amines including hydrazine in 80 mol % H2O/20 mol % DMSO at 25.0°C. The Bronsted-type plot for the reaction of 4-chloro-2-nitrophenyl benzoate (6d) is linear with βnuc = 0.74 when hydrazine is excluded from the correlation. Such a linear Bronsted-type plot is typical for reactions reported previously to proceed through a stepwise mechanism in which expulsion of the leaving group occurs in the rate-determining step (RDS). The Hammett plots for the reactions of 6a-6h with hydrazine and glycylglycine are nonlinear. In contrast, the Yukawa-Tsuno plots exhibit excellent linear correlations with ?X = 1.29-1.45 and r = 0.53-0.56, indicating that the nonlinear Hammett plots are not due to a change in RDS but are caused by resonance stabilization of the substrates possessing an electron-donating group (EDG). Hydrazine is ca. 47-93 times more reactive than similarly basic glycylglycine toward 6a-6h (e.g., the α-effect). The α-effect increases as the substituent X in the benzoyl moiety becomes a stronger electronwithdrawing group (EWG), indicating that destabilization of the ground state (GS) of hydrazine through the repulsion between the nonbonding electron pairs on the two N atoms is not solely responsible for the substituent-dependent α-effect. Stabilization of transition state (TS) through five-membered cyclic TSs, which would increase the electrophilicity of the reaction center or the nucleofugality of the leaving group, contributes to the α-effect observed in this study.

An efficient one-pot synthesis of hippuric acid ethyl ester derivatives

A rapid, one-pot procedure is described for the preparation of the ethyl esters of a number of ring-substituted N-benzoyl glycine (hippuric acid) derivatives from readily-available starling materials.

Stereo-Structures of Reaction Products of dl-1,3-Dimethylthymine Epoxide with Amines and L-Amino Acid Ethyl Esters

Reaction of dl-1,3-dimethylthymine epoxide (1) with amines (EtNH2, tryptamine, β-Ala-OEt, benzylamine, Gly-OEt, morpholine, neopentylamine, and aniline) afforded cis and trans adducts (2 and 3).Reaction of 1 with L-amino acid derivatives (PrO-OEt, Met-OEt