2208-08-4Relevant articles and documents
Preparation method of telmisartan intermediate
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Paragraph 0008; 0029; 0032; 0035; 0038, (2019/02/21)
The invention relates to a preparation method of a telmisartan intermediate, namely 2-n-propyl-4-methyl-6-Benzimidazolecarboxylic acid. The preparation method of the 2-n-propyl-4-methyl-6-Benzimidazolecarboxylic acid comprises the following steps: firstly, ethanol hydrochloride acts with butyronitrile and anhydrous hydrogen chloride within the range of 0-35 DEG C; the mixture obtained in the firststep reacts with 3-methyl-4-aminobenzoic acid and ice vinegar within the range of pH 5.0-11.0 at the controlled temperature of 10-40 DEG C, and an intermediate shown in the formula II is obtained; and then the intermediate shown in the formula II reacts with a sodium hypochlorite solution, and the 2-n-propyl-4-methyl-6-Benzimidazolecarboxylic acid is obtained. The intermediate preparation processis suitable for industrial production, and meanwhile the product quality is improved.
'Green' synthesis of 2-substituted 6-hydroxy-[3H]-pyrimidin-4-ones and 4,6-dichloropyrimidines: Improved strategies and mechanistic study
Opitz, Andreas,Sulger, Werner,Daltrozzo, Ewald,Koch, Rainer
, p. 814 - 824 (2015/05/20)
An improved route to 2-substituted 6-hydroxy-[3H]-pyrimidin-4-ones 4 and to 2-substituted 4,6-dichloropyrimidines 5 is reported. Without using highly toxic reactants, compounds 4 can be prepared conveniently in a one pot synthesis on a one mol scale with average yields up to 80%. 4,6-Dichloropyrimidines 5, which are usually prepared in small quantities, are synthesized with average yields of 80%, using up to 80g of starting material. The mechanism of the chlorination of 4 is investigated computationally for the first time. The results suggest that the chlorination with phosphoryl chloride occurs in an alternating phosphorylation-chlorination manner (pathway 1) which is preferred over a sequence which starts with two phosphorylations. The investigated 4,6-dichloropyrimidines described herein form strong complexes with dichlorophosphoric acid but weak complexes with hydrochloric acid (generated during workup). These latter complexes explain the necessity of using aqueous sodium carbonate during the working up. In order to prevent possible formation of pyrimidinium salts between intermediates or the final dichloropyrimidines and unreacted hydroxypyrimidone, the latter could be deactivated with a strong acid such as dichlorophosphoric acid, thus allowing chlorination but prohibiting salt formation. Because of its general applicability to all nitrogen heterocycle chlorinations with phosphoryl chloride, the proposed route to dichloropyrimidines without solvent or side products, using less toxic reactants, is of general synthetic interest.
SUBSTITUTED IMIDAZOLONE DERIVATIVES, PREPARATIONS AND USES
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Page/Page column 35, (2010/02/16)
The present invention relates to polysubstituted imidazolone derivatives, to the pharmaceutical compositions comprising them and to the therapeutic uses thereof in the human and animal health fields. The present invention also relates to a process for preparing these derivatives.
Pyrazolotriazines
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Page/Page column 47, (2009/07/10)
Compounds of a certain formula I, in which R1, R2, A, R4, B, R5 and R6 have the meanings indicated in the description, are effective compounds with anti-proliferative and/or apoptosis inducing activity.
NOVEL DUAL ACTION RECEPTORS ANTAGONISTS (DARA) AT THE AT1 AND ETA RECEPTORS
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Page/Page column 285, (2010/11/28)
The present invention relates to new compounds of the formula [Chemical formula should be inserted here. Please see paper copy] wherein R1, R2, R3, and R31 are as specified herein. The invention also relates to a method for preparation thereof, as well as combinations of the new compounds with previously known agents. The invention also relates to the use of the above-mentioned compounds and combinations for the preparation of a medicament for treating hypertension of different kinds, alleviating organ damage of different kinds, treating or preventing diabetic nephropathy, treating endothelin and angiotensin mediated disorders, and treating prostate cancer.
Convenient synthesis and physicochemical profile of new derivatives of pyrimidine
Cabaj, Joanna,Doskocz, Jacek,Soloducho, Jadwiga,Chyla, Antoni
, p. 137 - 149 (2007/10/03)
A synthesis of linear oligoheterocycles based on the substituted pyrimidines are described. The desired compounds have been accomplished by the variation of the original Pinner synthesis in which the aliphatic nitrile reacted with hydrogen chloride to give imino ester. These compound reacted with ammonia gas to give amidine. Chalcones in reaction with amidines give bis(phenyl)pyrimidines. The bis(phenyl)pyrimidines reacted with 3,4-ethylenedioxy-2-trimethyltinthiophene or 2-trimethyltinthiophene in the presence of Pd(PPh3)2Cl2 or Pd(PPh3)4 as catalyst to give designed compounds. In this work are presented also some electrochemical measurements using Langmuir-Blodgett technique in mono-and binary systems.
Method for the production of 2-(2-ethoxyphenyl)-substituted imidazotriazinones
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, (2008/06/13)
The invention relates to a method for the production of 2-phenyl-substituted imidazotriazinones of general formula (I), comprising the reaction of compounds of formula (II) with compounds of formula (III) and subsequent reaction with iodine or bromine, th
The role of the side chain in determining relative δ- and κ-affinity in C5′-substituted analogues of naltrindole
Black, Shannon L.,Jales, Andrew R.,Brandt, Wolfgang,Lewis, John W.,Husbands, Stephen M.
, p. 314 - 317 (2007/10/03)
The role of the side chain in 5′-substituted analogues of naltrindole has been further explored with the synthesis of series of amides, amidines, and ureas. Amidines (8, 13) had greatest selectivity for the K receptor, as predicted from consideration of the message-address concept. It was also found that an appropriately located carbonyl group, in ureas (10) and amides (7), led to retention of affinity and antagonist potency at the δ receptor.
MITOTIC KINESIN INHIBITORS
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Page 62-63, (2010/02/05)
The present invention relates to dihydropyrimidone compounds that are useful for treating cellular proliferative diseases, for treating disorders associated with KSP kinesin activity, and for inhibiting KSP kinesin. The invention also related to compositi
Benzimidazole derivatives
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, (2008/06/13)
Disclosed herein are compounds of formula I or II: wherein R is alkyl phenyl or substituted phenyl; R2is hydrogen, halogen, alkoxy or alkyl; R1is hydrogen, alkyl, aryl, arylalkyl, or substituted benzyl; or a pharmaceutically acceptab