73results about "Preparation by organometalhalide reaction" patented technology

The present invention provides a class of chemical compounds useful as efficacious drugs in the treatment of sickle cell disease and diseases characterized by unwanted or abnormal cell proliferation. The active compounds are substituted triaryl methane compounds or analogues thereof where one or more of the aryl groups is replaced with a heteroaryl, cycloalkyl or heterocycloalkyl group and/or the tertiary carbon atom is replaced with a different atom such as Si, Ge, N or P. The compounds inhibit mammalian cell proliferation, inhibit the Gardos channel of erythrocytes, reduce sickle erythrocyte dehydration and/or delay the occurrence of erythrocyte sickling or deformation.

Compounds of Formula (IA) and Formula (IB)

wherein R¹, R², R³, R⁴, R⁵, and R⁶ are as defined herein for Formula (IA) or Formula (IB), or a tautomer, prodrug, solvate, or salt thereof; pharmaceutical compositions containing such compounds, and methods of modulating the glucocorticoid receptor function and methods of treating disease-states or conditions mediated by the glucocorticoid receptor function or characterized by inflammatory, allergic, or proliferative processes in a patient using these compounds.

The present invention is concerned with novel processes for the preparation of (R)-1-(3,5-bis(trifluoromethyl)phenyl)ethan-1-ol. This compound is useful as an intermediate in the synthesis of compounds which possess pharmacological activity.

The present invention relates to a compound of formula I, or a pharmaceutically acceptable salt thereof. Formula (I), wherein R¹ and R² are each independently H or alkyl; Y is an alkyl group. CONR³R⁴, COOR⁵SO₂NR¹⁶R¹⁷, NHSO₂R¹⁸ or CN; X is an aryl or heteroaryl group, each of which may be optionally substituted with one or more substituents selected from (CH2)_mZ where Z is halogen, OH, CN, alkyl, alkoxy, NO₂, CF₃, CONR⁶R⁷, CN, NR⁸R⁹, COOR¹⁰ or NHCOR¹¹ and m is 0 to 3; R³ to R¹¹ are each independently H, alkyl or aryl, wherein said alkyl and aryl groups are optionally substituted by one or more substituents selected from halogen, OH, CN, alkyl, alkoxy, NO₂, CF₃, CONR¹²R¹³, CN, NH₂, COOR¹⁴, NHCOR¹⁵, and CN; R¹² to R¹⁸ are each independently H or alkyl, more preferably H or Me; n is 1 to 6; wherein the compound is other than 3′,5′-dimethyl-4-(1,1-dimethylheptyl)-1,1′-biphenyl-2-ol. Further aspects of the invention related to the use of such compounds in the preparation of a medicament for the treatment of a muscular disorder, a gastrointestinal disorder, or for controlling spasticity or tremors.

The invention discloses a brush-type difluoro monomer and a synthetic method thereof. The structure formula of the monomer is as shown in the specification, wherein X represents CH3 or OCH3; and n is an integer of 1-3. The monomer is prepared through Grignard reaction, nucleophilic addition reaction, bromination reaction and coupled reaction with 3,5-dimethyl bromobenzene as a raw material. The brush-type difluoro monomer contains polymerizable difluoro group and functionalized methyl or methoxy group, quaternization or sulfonated polymer can be obtained after polycondensation reaction and functional group conversion of the brush-type difluoro monomer, and the functionalized polymer can be used as a fuel cell polymer electrolyte membrane material.

The invention discloses a clean and high-conversion-rate preparing method of 2,2,2-trifluroacetophenone. The method includes the following steps of S1, making N,O-dimethylhydroxylamine hydrochloride as the raw material react with organic alkali to obtain free N,O-dimethylhydroxylamine; S2, making trifluoroacetic anhydride react with free N,O-dimethylhydroxylamine to generate N,O-dimethyltrifluoroacetamide; S3, making a Grignard reagent react with N,O-dimethyltrifluoroacetamide to prepare trifluroacetophenone, recovering N,O-dimethylhydroxylamine generated in the step S1, applying N,O-dimethylhydroxylamine to the step S2, and recycling the reaction solvents used in the steps S1, S2 and S3. By means of the preparing method, prepared high-nucleophilicity N,O-dimethyltrifluoroacetamide reactswith the Grignard reagent, 2,2,2-trifluroacetophenone is efficiently prepared, meanwhile produced byproducts can be applied for preparing N,O-dimethyltrifluoroacetamide, and a recycling effect is achieved.

A long-chain branched alkyl group-containing primary carbonyl compound which excels in low temperature fluidity and biodegradability and possesses a high boiling point, and a synthetic lubricant are provided.

The carbonyl compound represented by the following formula [1] excels in low temperature fluidity and biodegradability and possesses a high boiling point,

wherein X is hydrogen, a hydroxy group, an alkoxy group or a group derived from a polyol, and n is 4 to 30. The compound is suitably used in lubricating oils.

The present invention relates to halogenated compounds of formula (I) with the substituents as described within the specification. The compounds may be useful as anti-fibrotic agents. The present invention also relates to methods for their preparation.

The invention discloses a complete synthesis method of a natural product paradol, the route being represented as the specification. The method employs feasible raw materials and simple operation, is high in yield and low in cost, is high in final product purity, is controllable in quality, and is suitable for industrial production.

A long-life catalyst which can be easily and inexpensively manufactured and has high activity and suppressed leakage of metal. A catalyst according to some embodiments includes: a substrate; and a first metal atom as a catalytic center. The substrate contains a non-metallic atom and a second metal atom, and the non-metallic atom is any one selected from the group consisting of a group 15 element, a group 16 element and a group 17 element.

The invention belongs to the technical field of green pesticide synthesis, and discloses a new method for synthesizing sex pheromone of carposina niponensis. According to the method, 3-bromo-1-propanol serves as an initial raw material, alcoholic hydroxyl groups are protected first, and THP protected bromhydrin is obtained; then, the THP protected bromhydrin and 1-octyne are coupled to obtain THPprotected alkynol; hydrogenation reduction is carried out under the catalysis of nickel acetate and sodium borohydride to obtain THP protected Z type enol; then, deprotection and PDC oxidation are carried out to obtain Z type olefine aldehyde; finally, the Z type olefine aldehyde and N-octylmagnesiumromide or N-nonylmagnesiumromide are subjected to an addition reaction and PDC oxidation, and the target product sex pheromone of the carposina niponensis is obtained, namely (Z)-13-eicosylene-10-one and (Z)-12-nonadecene-9-one. According to the method, a triple bond is subjected to hydrogenation reduction under the catalysis of the nickel acetate and the sodium borohydride to construct a Z type double bond, reaction conditions are mild, and the method is environmentally friendly.

The invention discloses a preparation method of a high-purity esketamine hydrochloride ketone body. The structure of the esketamine hydrochloride ketone body is shown as a formula (I). The preparationmethod comprises the following steps of: by taking cyclopentanoic acid and o-chlorobromobenzene as starting materials, carrying out acylating chlorination reaction, metallization reaction and Grignard reaction to synthesize the esketamine hydrochloride ketone body. The esketamine hydrochloride ketone body obtained by the method has the characteristics of high purity, high yield, capability of being applied to preparation of esketamine hydrochloride bulk drugs and the like.

The present invention relates to a novel process for the production of acetylnorbornene, efficiently and industrially useful manner. The process is applicable for the large scale production of acetylnorbornene and consists of preparation of 5-cyanonorbornene and its reaction with appropriate Grignard reagents. The product contains higher proportion of the exo form than the endo form, which is important for the synthesis of biperiden.

A 4-phenyl-4-oxo-2-butenoate derivative is stably supplied in a short period of time, at low cost, in high purity and on an industrial scale by a process for producing the 4-phenyl-4-oxo-2-butenoate derivative, which comprises simultaneously or continuously reacting a sulfuric ester, an aromatic hydrocarbon and a maleic anhydride derivative.

The invention discloses a synthesis method of 1-(4-chlorphenyl)-2-cyclopropyl-1-acetone. The method comprises the following steps: taking compounds expressed as formula (I) and formula (II) which areas shown in the description as raw materials, and carrying out cross-coupling reaction in the presence of a catalyst to prepare 1-(4-chlorphenyl)-2-cyclopropyl-1-acetone. The synthesis method is usedfor preparing 1-(4-chlorphenyl)-2-cyclopropyl-1-acetone by taking the compounds expressed as the formula (I) and the formula (II) as the raw materials; compared with the prior art, the synthesis method is easily available in reaction raw materials, short in synthesis route, simple in process, simple in post-treatment and low in production cost; meanwhile, the prepared 1-(4-chlorphenyl)-2-cyclopropyl-1-acetone is high in purity being 98.5% or above and is also high in yield and reaction conversion rate; the product yield is 80-92%. (The formula is shown in the description.).

The invention belongs to the technical field of organic synthesis, and particularly relates to a preparation method for 2,6-dichloro-4-fluorobenzaldehyde. The preparation method comprises the following steps: selecting commercially available 1,3-dichloro-2-fluoro-5-iodobenzene as a raw material; under a low-temperature condition, carrying out Grignard exchange reaction on 2,6-dichloro-4-fluoroiodobenzene and isopropylmagnesium chloride to prepare the Grignard reagent of phenylmagnesium chloride; carrying out formylation reaction on the obtained Grignard reagent of phenylmagnesium chloride andN,N-dimethylformamide; after hydrolysis is carried out through diluted hydrochloric acid, obtaining a 2,6-dichloro-4-fluorobenzaldehyde crude product; finally, purifying to obtain a 2,6-dichloro-4-fluorobenzaldehyde finished product. The method has the advantages of abundant raw material, high reaction purity yield, stable technical condition and simpleness in operation, is suitable for mass production and provides a new thought and method for preparing the 2,6-dichloro-4-fluorobenzaldehyde.

The present invention relates to a process for preparing N-(5-chloro-2-isopropylbenzyl)cyclopropanamine by hydrogenation of N-[(5-chloro-2-isopropylphenyl)methylene]cyclopropanamine over specific platinum catalysts.

The present invention relates to a cyclohexanone derivative of formula (I) in the form of any one of its isomers or mixture thereof. The invention concerns also the preparation and the use of said derivative. The invention's compound is a useful starting material for the preparation of various optically active compounds.

A method for preparing a molecule bearing a trifluoromethyl group on a quaternary carbon atom, includes providing a reactant having a quaternary carbon atom bearing a carboxylic acid group and an electron withdrawing group; and reacting the reactant with SF₄ in a solvent to substitute the carboxylic acid group with the trifluoromethyl group and provide a reaction product mixture including the molecule bearing the trifluoromethyl group on the quaternary carbon atom.